Month: November 2022

Martin, R. Bruce; Edsall, John T.; Wetlaufer, Donald B.; Hollingworth, Barbara R. published an article in 1958, the title of the article was A complete ionization scheme for tyrosine and the ionization constants of some tyrosine derivatives.Application of 456-12-2 And the article contains the following content:

cf. preceding abstract Each of the 3 ionizing groups in the tyrosine mol. is characterized by 4 acidic constants (microconsts.) since the tendency of each group to accept or donate a proton depends upon the state of charge on the other 2 groups. Values for these 12 microconsts. were obtained for different ionic strengths, from spectrophotometric measurements at different pH values, from studies on the ionization of tyrosine derivatives, and from math. relations between the constants From the charge interactions between the NH4 and phenolic groups, a distance of 7.0 A. between the groups is calculated, by use of an ellipsoidal model of the type proposed by Kirkwood and Westheimer (C.A. 32, 82449). The distance between the carboxyl and phenolic protons was calculated to be 7.7 A. in the same manner. These values are compatible with those derived from mol. models, with the use of correct interatom. distances and bond angles. Tyrosine (10 g.) dissolved in about 300 ml. absolute MeOH with just enough 40% alc. NaOH, the mixture treated with about 30 ml. Mel, warmed in the dark, the precipitate dissolved by addition of just enough 40% alc. NaOH, the mixture held 2 hrs., cooled, filtered, the precipitate dissolved in H2O, adsorbed on Dowex 50-X8 (H), eluted with N NH4OH, evaporated to dryness, the residue in H2O adsorbed on Dowex 1-X8 (OH), eluted with 0.5N AcOH, the acetate salt evaporated to dryness, exchanged changed on Dowex 50, and the solution taken to dryness yielded N-trimethyltyrosine (I), m. approx. 260° (decomposition). pK values are reported for I, O-methyltyrosine, tyrosine Et ester, O-methyltyrosine Et ester, and tyrosinamide. The experimental process involved the reaction of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas: 456-12-2).Application of 456-12-2

N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas:456-12-2) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Application of 456-12-2

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Dornow, Alfred; Neuse, Eberhard published an article in 1951, the title of the article was The reaction of amidines with β-dicarbonyl compounds.Application In Synthesis of 2-Amino-6-methylnicotinamide And the article contains the following content:

cf. C.A. 34, 6629.3.-β-Dicarbonyl compounds react with RO2CCH2C(:NH)OR (Ia) via an amidine derivative, RCOCH2CR’:C(CO2R)C(:NH)N:C(OR)CH2CO2R, to form pyridine derivatives This reaction is studied further. MeCOCHNaCHO (23 g.) and 30 g. H2NCOCH2C(:NH)NH2.HCl (I) are refluxed in 80 cc. absolute EtOH 12 h. and the hot filtered solution is cooled, giving 56% 2-amino-6-methylnicotinamide (II), long needles, m. 220° [picrate, yellow leaflets, m. 253-4° (decomposition)]. Refluxing 1 g. II with concentrated HCl 10 h. and neutralizing the mixture with NH4OH give 100% free acid, m. 296°. Treating 0.35 g. II in 20 cc. dilute H2SO4 with 0.45 g. NaNO2 and warming the mixture on a water bath give 2-hydroxy-6-methylnicotinic acid, m. 227° (decomposition), which, decarboxylated, gives 6-methyl-2-pyridone, m. 157°. Refluxing 17.5 g. PhCOCHNaCHO and 13.5 g. I in 50 cc. absolute EtOH and 30 g. anhydrous KOAc 2 h., distilling off the solvent, extracting the residue with H2O, and refluxing the residue several hrs. with concentrated HCl give 11.6 g. 2-amino-6-phenylnicotinic acid-HCl, sintering at 219-20°, m. 240° (decomposition); free acid (III), m. 243° [picrate, m. 189-90° (decomposition)]. Only in 1 experiment was the amide, thick yellowish crystals, m. 220-1°, obtained; it shows strong blue fluorescence in alc. solution [picrate, yellow needles, m. 229-30° (decomposition)]. Diazotization of 0.22 g. III in 20 cc. dilute H2SO4 with 0.3 g. NaNO2 and boiling the mixture give 2-hydroxy-6-phenylnicotinic acid, m. 304° (decomposition), which, heated above its m.p., gives 6-phenyl-2-pyridone, m. 197°. Condensation of 20 g. EtCOCHNaCHO (IV) with 22 g. I in 100 cc. 50% MeOH gives 66% 2-amino-5,6-dimethylnicotinamide (V), fine yellowish crystals, m. 230-1° [picrate, m. 269-70° (decomposition)]. Diazotization of 2.5 g. V with 1.7 g. NaNO2 and boiling the mixture give 59% 2-hydroxy-5,6-dimethylnicotinic acid (VI) needles, m. 306° (decomposition) (cf. Barat, C.A. 26, 2979), also obtained on saponification of the cyanopyridone obtained on condensation of NCCH2CONH2 with IV. Heating VI above its m.p. gives 5,6-dimethyl-2-pyridone, m. 205-6°. Keeping 6.95 g. I in 50 cc. N NaOH with 5.1 cc. Ac2CH2 overnight at 20° gives 60% 2-amino-4,6-dimethylnicotinamide, m. 156.5°; from the aqueous mother liquor a compound, m. 295-300°, is isolated. 2-Hydroxy-4,6-dimethylnicotinic acid, prepared in 60% yield like VI, m. 254°. Refluxing 15 g. I 24 h. in 100 cc. EtOH containing 2.3 g. Na with 16 g. BzCH2COMe gives 21% 2-amino-4-methyl-6-phenylnicotinamide, yellowish crystals, m. 227°; from the mother liquor some CH2(CONH2)2, m. 166°, is isolated. Adding 11 g. EtO2CCH2C(:NH)OEt.HCl to 40 cc. satd Na2CO3 overlayered with ether and heating the residue of the dried ether solution with 5 g. BzCH2COMe 16 h. on a water bath give 52% Et 2-amino-4-methyl-6-phenylnicotinate (VII), cubelike crystals, m. 129°; its alc. solution fluoresces strongly blue [HCl salt, m. 205° (decomposition)]. Refluxing 1.1 g. VII 8 h. with 10 cc. concentrated HCl gives 90% HCl salt (VIII) of the free acid, needles, m. 171-2° (decomposition), from which, with NH4OH and AcOH, the free acid, m. 267° (decomposition), is obtained. Treating 0.9 g. VIII in dilute H2SO4, with 0.5 g. NaNO2 with warming gives 90% 2-hydroxy-4-methyl-6-phenylnicotinic acid (IX), crystals from AcOH, m. 278°, which is also obtained in 92% yield from the acid amide, m. 227°. Treating 0.9 g. VII in 15 cc. warm AcOH with 0.3 g. NaNO2 and boiling the mixture give 78% Et ester (X) of IX, broad leaflets, m. 163°; its aqueous solution shows weak bluish fluorescence. Heating 0.4 g. IX 10 min. at 300-5° gives 62% 4-methyl-6-phenyl-2-pyridone, m. 180°, which is also formed on heating IX or X with 80% H2SO4 or concentrated HCl. Refluxing 27.3 g. I and 29.5 g. 2-hydroxymethylenecyclohexanone (XI) 2 h. in 100 cc. absolute MeOH and keeping the mixture 12 h. in the cold give 51% 2-amino-5,6,7,8-tetrahydro-3-quinolinecarboxamide (XII), needles, m. 224-5°, soluble in concentrated H2SO4 with strong blue-violet fluorescence [picrate, yellow needles, m. 259-60° (decomposition)]. Refluxing Ia (R = Et) from 200 g. HCl salt 30 h. with 52 g. XI on a water bath gives 20 g. Et 2-amino-5,6,7,8-tetrahydro-3-quinolinecarboxylate (XIII), m. 127°. Distillation of the residue of the mother liquor gives addnl. XIII, b12 185°, bringing the total yield to 36%. XIII dissolves in concentrated H2SO4 or EtOH with strong blue-violet fluorescence [picrate, yellow needles, m. 212-13° (decomposition)]. Refluxing 5 g. XIII 10 h. with 30 cc. concentrated HCl gives 70% HCl salt of the acid, m. 232-4° (decomposition); free acid (XIV), needles from AcOH, m. 291-2° (decomposition), also obtained on refluxing 0.9 g. XII 10 h. with 20 cc. concentrated HCl. 2-OH analog (XV) of XIV, m. 268-9° (decomposition). Heating 0.15 g. XV 15 min. above its m.p. gives 5,6,7,8-tetrahydro-2-quinolone, needles, m. 201°. Treating 18 g. BzCH2C(:NH)OEt. HCl (XVI) in ether with 10 g. Na2CO3 in 100 cc. H2O, adding 3.1 g. Ac2CH2 to the dried ether solution, evaporating the ether, heating the residue 15 h. at 140-150°, and acidifying the mixture with concentrated HCl give 50% 4,6-dimethyl-2-phenacylpyrimidine-HCl (XVII), crystals from 6 N HCl, m. 201° (free base, yellow leaflets, m. 74°; picrate, yellow needles, m. 203°). Treating 1 g. XVII in 30 cc. 3 N HCl at 40-5° with 0.5 g. NaNO2 in 10 cc. H2O gives 80% 2-(α-isonitrosophenacyl) derivative (XVIII), leaflets, m. 212°. Hydrogenation of 0.8 g. XVIII in 200 cc. absolute EtOH with 0.15 g. PtO2 gives 4,6-dimethyl-2-(β-hydroxy-α-aminophenethyl)pyrimidine, which is converted into its picrate, m. 175-80° (decomposition). Refluxing 2 g. CHCCHO with BzCH2C(:NH)OEt from 25 g. XVI gives 54% 2-phenacylpyrimidine, m. 150°. The experimental process involved the reaction of 2-Amino-6-methylnicotinamide(cas: 100524-09-2).Application In Synthesis of 2-Amino-6-methylnicotinamide

2-Amino-6-methylnicotinamide(cas:100524-09-2) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Application In Synthesis of 2-Amino-6-methylnicotinamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Heppolette, Robert L.; Miller, Joseph published an article in 1954, the title of the article was SO2X compounds in aromatic nucleophilic substitution.Product Details of 97-09-6 And the article contains the following content:

cf. C.A. 47, 6884a. By the displacement of Cl with MeO- ion in 4-Cl 3-O2N compounds the relative reaction rates are obtained where the 1-substituent is H, 1; SO3-, 31.9; SO2NH-, 50.2; SO2NMe2, 26100; SO2Me, 52900; SO2Ph, 76000. The results show: p-SO2X groups are activating; SO2X groups are more activating than COX groups; the activating power varies with X and is parallel to that in the COX groups. The experimental process involved the reaction of 3-Nitro-4-chlorobenzenesulfonamide(cas: 97-09-6).Product Details of 97-09-6

3-Nitro-4-chlorobenzenesulfonamide(cas:97-09-6) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Product Details of 97-09-6

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Chatterjee, A.; Bose, S.; Srimany, S. K. published an article in 1959, the title of the article was Constitution, stereochemistry, and synthesis of aegeline, an alkaloidal amide of Aegle marmelos.Synthetic Route of 456-12-2 And the article contains the following content:

cf. CA 47, 10544g. Aegeline (I), C18H19NO3, was shown to be N-β-hydroxy-β-p-methoxyphenylethylcinnamamide by degradation and synthesis and its trans configuration established spectrometrically. Powd. sun-dried leaves of A. marmelos (5 kg.) extracted 72 hrs. with 8 l. Et2O and the deep green extract concentrated to 500 ml., washed with 1% HCl and 5% aqueous NaOH and the dried concentrate refrigerated 2 weeks, the precipitate (3.6 g.) triturated with C6H6 and Me2CO and the residue crystallized from alc. gave I, m. 173-5°. The mother liquors evaporated and the residue chromatographed in C6H6 on 4 kg. Al2O3, the column eluted with 200 ml. EtOAc and the fraction (2.4 g.) recrystallized (alc. and EtOAc) yielded pure I, m. 176°; mono-Ac derivative, m. 124°. I (0.3 g.) in 30 ml. aldehyde-free alc. hydrogenated 2 hrs. with 0.09 g. prereduced PtO2 and the filtered solution evaporated gave dihydroaegeline, C18H21NO3, m. 140° (alc. and EtOAc). I (0.25 g.) in 10 ml. EtOAc and 2 ml. AcOH ozonized 50 min. at -75° and the ozonide decomposed reductively overnight with 0.5 g. Mg powder in 10 ml. 1:1 AcOH-H2O, the mixture diluted with 50 ml. H2O and shaken 3 times with 30 ml. CHCl3, the organic layer washed twice with 2N HCl and once with H2O and the dried (anhydrous Na2SO4) solution evaporated (N atm.), the residual oil taken up in 2 ml. alc. and treated 40 hrs. with Brady’s reagent, the precipitate taken up in 1:1 C6H6-AcOEt and chromatographed over Al2O3, eluted with C6H6 and the fraction recrystallized 3 times from alc. gave authentic 2,4-(O2N)2C6H3NHN:CHPh (II), m. 235°. I (0.15 g.) in 150 ml. MeOH treated 4 hrs. with 2 g. HIO4 and the mixture steam-distilled, the distillate (800 ml.) extracted 4 times with 250 ml. Et2O and the extract washed with aqueous NaHSO3, the iodine-free extract evaporated and the residue treated with 2,4-(O2N)2C6H3NHNH2, the precipitate (m. 225-47°) chromatographed in 15 ml. 1:1 C6H6-EtOAc over Al2O3 and eluted with 45 ml. C6H6 yielded 80 mg. II. Further elution with 30 ml. EtOAc gave 40 mg. 2,4-(O2N)2C6H3NHN:CHC6H4OMe-p (III), m. 250°. I (0.5 g.) in 5 ml. alc. and 5 ml. concentrated HCl heated 60 hrs. in a sealed tube at 120° (oil bath) and the cooled mixture diluted with 50 ml. H2O, extracted 3 times with 100 ml. Et2O and the aqueous phase evaporated, the residue decomposed with alkali and the evolved gas adsorbed in 10 ml. 2N aqueous HCl, the solution evaporated and the residue taken up in 1 ml. H2O, treated with a few drops of aqueous picric acid gave H2NMe picrate, m. 209°. The H2O-washed Et2O layer shaken with aqueous NaHCO3 and the alk. solution acidified with HCl gave 0.159 g. PhCH:CHCO2H. The acid-free Et2O evaporated and the residue taken up in 3 ml. alc., the solution treated with 2,4-(O2N)2C6H3NHNH2 and the precipitate (60 mg.) chromatographed in 10 ml. EtOAc over Al2O3 and eluted with 45 ml. C6H6 and 30 ml. EtOAc gave III from the latter eluant. I (1 g.) fused 30 min. with 6.0 g. KOH in a Ni crucible at 250° with evolution of MeNH2 and the cooled mass digested in 200 ml. H2O containing 10.0 g. NH4Cl, the filtered solution shaken 5 times with 100 ml. Et2O and the cooled aqueous solution acidified with HCl, extracted 3 times with 100 ml. Et2O and the washed and dried extract evaporated gave a mixture of 30 mg. p-MeOC6H4CO2H and 170 mg. BzOH. The probability that I suffered hydramine fission and that the basic fragment was a p-MeOC6H4CH(OH)CH2NH2 derivative was finally substantiated by a simple straight forward synthesis. Prolonged hydrolysis of ω-phthalimido-p-methoxyacetophenone with refluxing concentrated HCl gave p-MeOC6H4COCH2NH2.HCl, taken up (1 g.) in 3 ml. H2O and treated with 3 ml. aqueous solution of 1.24 g. SnCl4.4H2O containing 1 ml. HCl, the mixture stirred and the crystalline precipitate (2.0 g.) taken up in 20 ml. hot H2O, the solution cooled to 37° and stirred with 2.0 g. molten PhCH:CHCOCl, the mixture treated dropwise with 25 ml. 10% aqueous KOH until red and the stirring continued until the solution became colorless, the addition of alkali resumed and the alternate process continued until the red coloration persisted, the pyrazine-free solution stored 2 hrs. and the H2O-washed crystals recrystallized (EtOAc), gave ω-cinnamoylamino-p-methoxyacetophenone, m. 153-4°. The ketone (0.5 g.) in 50 ml. MeOH treated with 5.0 g. NaBH4 and the mixture kept 24 hrs., the solution concentrated and diluted with 100 ml. H2O, extracted 3 times with 200 ml. Et2O and the washed and dried extract evaporated yielded 60% authentic I, m. 176° (EtOAc). The absorption maximum λ 217, 223, 275 mμ (log ε 4.5328, 4.5177, 4.6053) were indicative of a trans double bond to the carboxyamide group and this assignment was in agreement with the strong absorption in the infrared spectrum at “trans-band region” (intense band at 982 cm.-1 with a shoulder at 990 cm.-1). Comparative data for other trans α,β-unsaturated amides were tabulated (compound and ν in cm.-1 given): I, 3250, 3060, 2830, 1665, 1627, 1580, 1520, 1062, 1040, 990, 982; trans-N-2-p-methoxyphenylethyl-N-methylcinnamamide, 1655, 1610, 1576, 1509, 1036, 1027, 991, 982; trans-N-methylcinnamamide, 3280, 3100, 2860, 1660, 1625, 1580, 1500, 953. I contained an asym. C atom but was optically inactive and it seemed that the linkage of the trans-cinnamoyl group to the optically active N-β-hydroxy-β-p-methoxyphenylethylamine caused an inversion at the asym. center. The experimental process involved the reaction of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas: 456-12-2).Synthetic Route of 456-12-2

N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas:456-12-2) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Synthetic Route of 456-12-2

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Merian, Ernest published an article in 1960, the title of the article was Differentiation between alkyl aryl sulfone groups and aromatic sulfonamide groups by use of infrared spectrography.COA of Formula: C6H5ClN2O4S And the article contains the following content:

Application of infrared absorption bands to differentiate between alkyl aryl sulfone groups and primary, secondary, and tertiary aromatic sulfonamide groups was discussed. Infrared absorption spectra of the following compounds were charted: methanesulfonyl chloride; 4-methylsulfonyl-1-chloro-2-nitrobenzene; 4-methylsulfonyl-1-amino-2-chlorobenzene; a monoazo dye formed of 6-methylsulfonyl-2-diazobenzothiazole and N-ethyl-N-cyanoethyl-m-toluidine; 1-chloro-2 nitrobenzene-4-sulfonamide; 1-chloro-2-nitrobenzene-4-sulfonmethylamide; 1-chloro-2-nitrobenzene-4-sulfonethylamide; 1-amino-2-chlorobenzene-4-sulfonmethylamide; dimethylaminosulfonyl chloride; 1-chloro-2-nitrobenzene-4-sulfondiethylamide; 1-amino-2-chlorobenzene-4-sulfondimethylamide; and 1-aminobenzene-4-sulfondimethylamide. The experimental process involved the reaction of 3-Nitro-4-chlorobenzenesulfonamide(cas: 97-09-6).COA of Formula: C6H5ClN2O4S

3-Nitro-4-chlorobenzenesulfonamide(cas:97-09-6) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. COA of Formula: C6H5ClN2O4S

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Yamada, Kimiho; Shinomiya, Chiro published an article in 1959, the title of the article was Dyeing of fibers difficult to dye. VIII. Condensation-dyeing by active halo compound with free amines.Electric Literature of 97-09-6 And the article contains the following content:

By using 14 halo compounds and 15 amino compounds, the reactivity and the dyeing property for several kinds of fibers were studied. Condensation-dyeing of this system have small hue variations. Strong basic amines having conjugate systems throughout the mol. are better than the others. Halo compounds containing suitable soluble radicals are good for nylon, Vinylon, and wool, and also the one having the active halo radical at the side chain showed excellent results. Each kind of fiber is deeply dyed, but, in general, cotton is more difficult to dye than the others. Of halo compounds, the hydrolytic constant and the reactivity with benzidine in H2O are; 2-chloro-5-nitrobenzenesulfonic acid > picryl chloride > 2-chloro-3,5-dinitrobenzoic acid > 2,4-dinitrochlorobenzene > 2-chloro-4-nitrobenzenesulfonic acid > 2-chloro-4-nitrobenzoic acid > 4-chloro-3-nitrobenzenesulfonamide. The experimental process involved the reaction of 3-Nitro-4-chlorobenzenesulfonamide(cas: 97-09-6).Electric Literature of 97-09-6

3-Nitro-4-chlorobenzenesulfonamide(cas:97-09-6) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Electric Literature of 97-09-6

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Heppolette, R. L.; Miller, Joseph published an article in 1956, the title of the article was The SN mechanism in aromatic compounds. XXI.Computed Properties of 97-09-6 And the article contains the following content:

cf. C.A. 49, 14666e; 50, 14594h. The activating power of a series of p-SO2R groups in aromatic nucleophilic substitution is investigated and found to be in the order R = NH-, O- < NC5H10, NMe2, NMePh < Me < Ph. This order is derived by determining the rates and Arrhenius parameters of the reactions of 4,3-Cl(O2N)C6H3SO2R with MeO- in MeOH, either by direct measurement, or by computation from another reaction, assuming relative substituent effects to be constant Reactions other than with MeO- in MeOH were for R = O-, with OH- in H2O, for R = Ph, with MeO- in 1:1 (volume/volume) C6H6-MeOH. Rates and Arrhenius parameters are also reported for the reaction of 4,3-Cl(O2N)C6H3X with MeO- in MeOH for X = NO2, COMe, N2+ (estimated from the reaction of 4,3-F(O2N)C6H3N2+ with MeO-), and NMe3+ (estimated from the reaction of 4,3-Br(O2N)C6H3NMe3+ with OMe-), and activation is in the order X = N2+ > NO2 > SO2Me > NMe3+ > COMe > H. The experimental process involved the reaction of 3-Nitro-4-chlorobenzenesulfonamide(cas: 97-09-6).Computed Properties of 97-09-6

3-Nitro-4-chlorobenzenesulfonamide(cas:97-09-6) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Computed Properties of 97-09-6

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Conroy, Harold; Bernasconi, Raymond; Brook, Peter R.; Ikan, Raphael; Kurtz, Roberta; Robinson, Keith W. published an article in 1960, the title of the article was Structure of echitamine.Related Products of 456-12-2 And the article contains the following content:

Accumulated data favor formulation of echitamine (I) in compatability with the theory of alkaloid biogenesis and in close resemblance to intermediates of the strychnine-vomicine group. Echitamine chloride (II), C22H29ClN2O4, ν 1740, shows no infrared N+-H peak and no :C:N+: absorption at 1680 cm.-1 The aqueous solution is neutral, apparent pKa 11, and treatment with aqueous NaOH gives I, C22H28N2O4, readily crystallized as the C6H6 solvate, m. 139-40° (transition at 98-101°). The 60 Mc. high resolution nuclear magnetic resonance (n.m.r.) spectrum gives intense singlets at τ 6.30, 7.76 for O-Me and N-Me, indicating that I is not a quaternary ammonium hydroxide; a doublet at τ 8.39 for allylic C-Me; a 1,3,3,1 sym. quartet at τ 4.56 for the olefinic proton; and a one-proton singlet near τ 5.1 ascribed to a single OH group. Formation of I α-methiodide, m. 226-9° (decomposition) (absolute alc.), with 2 N-Me groups indicates normal behavior as a tertiary base. The reconversion of I to II is sufficiently slow at 25° so that titration of I gives a pKa 7.8 in 60% aqueous alc. and this hysteresis is well accommodated by the equilibrium I ⇌ II. II treated with Me3COK in absolute Me3COH yields alloechitamine (III), C21H26NO3, m. 191° (MeOH), ν 1736, 1689 cm.-1, n.m.r, spectra showing presence of O-Me, N-Me, and MeCH: groups; MeI salt, showing loss of 1689 cm.-1 peak due to transannular interaction. I in alc. hydrogenated with Pt gives a high yield of echitinolide (IV), C21H26N2O3, m. 140-4° (Et2O), m. 154-7° (C6H6), pKa, 5.4 (60% alc.), n.m.r. τ 7.53 (singlet, N-Me), 7.76 (singlet, C-Me), 8.48 (doublet, C-Me), ν 1742 cm.-1; O-monoacetate, m. 210-14°, 1754 cm.-1 IV heated with HCl gives an isomer, isoechitinolide (V), m. 149-54° (Et2O), ν 1754 cm.-1 I and II show almost identical ultraviolet absorption [λ 235, 295 mμ (log ε 3.93, 3.55)], even in strongly alk. solution IV and V absorb at longer wave lengths [λ 248, 309 mμ (log ε 3.91, 3.55)] but acidification causes downward displacement. All compounds with low wave length absorption have Na equatorial with respect to the C carbocyclic six-membered ring, whereas absorption above 240 mμ (and 300 mμ) can be consistently related with structures in which Na has axial conformation. The Hofmann degradation of IV MeI salt gives the methine, C22H30N2O4, reduced by Zn-HCl to the lactone, deoxyneodihydroechitamine methine, λ247, 307 mμ (log ε 3.97, 3.59), unchanged in acidic solution The Zn dust and Se degradations leading to echitamyrine and dimethylpyrrolo-2′,3′;3,4-quinoline might proceed through the intermediate (VI) which could arise from the iminium cation of IV by 1,2 migration of the indoline α-C. It is suggested that the specific biogenetic derivation of I involves the precursor (VII) in Mannich cyclization. (CA 53, 22033i). A close relation to the quaternary alkaloid C-fluorocurarine is apparent, and the noncyclized system retaining the CO2H residue is present in corynoxeine and rhyncophylline. The experimental process involved the reaction of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas: 456-12-2).Related Products of 456-12-2

N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas:456-12-2) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Related Products of 456-12-2

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Chatterjee, Asima; Chaudhuri, Narayan Aditya published an article in 1957, the title of the article was New synthesis of β-hydroxy-β-(p-methoxyphenyl)ethylamine and aegelin, the alkaloid of Aegle marmelos correa.Recommanded Product: N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide And the article contains the following content:

KCN and HCl (sp. gr. 1.85) added alternately in small quantities to anisaldehyde cooled in a freezing mixture gave anisaldehyde cyanohydrin (I), m. 67°. I was smoothly reduced by LiAlH4 (65% yield) to DL-β-hydroxy-β-(p-methoxyphenyl)ethylamine (II). Dry HCl gas added to II dissolved in Et2O gave II.HCl, m. 172-3°. An ethereal solution of II added to an ethereal solution of trans-cinnamoyl chloride (III) gave DL-trans-N-[β-hydroxy-β-(p-methoxyphenyl)] ethyl cinnamide (IV), m. 178-9°, identical with aegelin; this was confirmed by infrared spectra and Rf values. The experimental process involved the reaction of N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas: 456-12-2).Recommanded Product: N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide

N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide(cas:456-12-2) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Recommanded Product: N-(2-Hydroxy-2-(4-methoxyphenyl)ethyl)cinnamamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Kavalek, Jaromir; Socha, Jaromir published an article in 1968, the title of the article was Quinoxaline series. V. Preparation of 3-hydroxy-2-methyl-6-chloroquinoxaline and 3-hydroxy-2-methyl-6-sulfamoylquinoxaline.Reference of 3-Nitro-4-chlorobenzenesulfonamide And the article contains the following content:

The title compounds I are potential fungicides and therapeutic agents. Thus, 17.2 g. 2-nitro-4-chloroaniline and 15.3 g. DL-MeCHBrCO2H was heated at 120° 40 hrs., the product extracted with hot aqueous NH4OH, and the extract made acid with HCl to give 4.86 g. N-(2-nitro-4-chlorophenyl)-DL-alanine, m. 162-3° (MeOH), which was hydrogenated in MeOH solution over Raney Ni, the product oxidized in 4% NaOH solution with 30% H2O2 on a steam bath and the material purified on Al2O3 to yield 11% I (R = Cl), m. 274-5°. A suspension of 7.1 g. 3-nitro-4-chlorobenzenesulfonamide, 11.2 g. NaHCO3, and 8.1 g. DL-alanine in 20 ml. MeOH and 15 ml. H2O gave on heating 48 hrs. at 90-100° 7.75 g. N-(2-nitro-4-sulfamoylphenyl)-DL-alanine, m. 233.5-6.0°, which was portionwise added to a boiling mixture of FeSO4.7H2O and 5% aqueous NH4OH. After 15 min., the mixture was filtered, the filtrate made acid, and the separated crude amide of 3-hydroxy-2-methyl-1,2-dihydro-6-quinoxalinesulfonic acid, m. 235-9°, dropwise treated with 30% aqueous H2O2 and kept 1 hr. on a steam bath to yield 69% I (R = SO2NH2), m. 325.5-7.0°. By an alternative route, I (R = SO2NH2) was obtained in 92% yield by treating amide of 4-amino-3-nitrobenzenesulfonic acid in aqueous NH4OH at 80° with a solution of FeSO4 and allowing to react the resulting 1,2-diamino-4-benzenesulfonamide, m. 173-5°, at 65° with an aqueous solution of pyruvic acid. The experimental process involved the reaction of 3-Nitro-4-chlorobenzenesulfonamide(cas: 97-09-6).Reference of 3-Nitro-4-chlorobenzenesulfonamide

3-Nitro-4-chlorobenzenesulfonamide(cas:97-09-6) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Reference of 3-Nitro-4-chlorobenzenesulfonamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics