Author: Jessica.F

Related Products of 6292-59-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 6292-59-7 name is 4-(tert-Butyl)benzenesulfonamide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: In air, a 10 mL of dried Schlenk tube was charged with azoxybenzene (1a; 79.2 mg, 0.40 mmol), TsNH2 (2a; 102.6 mg, 0.60 mmol), [Cp*Rh- Cl2]2 (3.1 mg, 0.005 mmol), AgSbF6 (13.7 mg, 0.04 mmol), and PhI(OAc)2 (193.2 mg, 0.60 mmol). Then the freshly distilled 1,2-dichloroethane (1.0 mL) was injected into the Schlenk tube. The reaction tube was placed in an oil bath and stirred at 80 ¡ãC for 16 h; then it was cooled to r.t. and the reaction completion was checked by TLC. H2O (10.0 mL) was subsequently added to the reaction mixture and extracted with CH2Cl2 (3 5.0 mL). The organic layers were combined, dried (MgSO4), and concentrated under reduced pressure to yield the crude product, which was further purified by flash chromatography (silica gel, PE/EtOAc 9:1 ? 5:1, v/v), affording the product 3a as a pale yellow solid (120.4 mg, 0.33 mmol, 82percent);

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(tert-Butyl)benzenesulfonamide, and friends who are interested can also refer to it.

Reference:
Article; Li, Hongji; Deng, Hong; Synthesis; vol. 49; 12; (2017); p. 2711 – 2720;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 1129-26-6,Some common heterocyclic compound, 1129-26-6, name is 4-Methoxybenzenesulfonamide, molecular formula is C7H9NO3S, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: N-acyl-indoline 1 (0.15mmol), amide 2 (0.3mmol), [RhCp*Cl2]2 (5mol%), AgOTf (20mol%), AgOAc (20mol%), PhI(OAc)2 (0.15mmol), HOAc(0.45mmol) and DCE (1.5 mL) were added into the tube and sealed. The reaction vessel was evacuated and back filled with N2 in three times. The reaction mixture was vigorously stirred at 100 C for 16 h. Then, the solvent was evaporated under reduced pressure and the residue was purified by flash column chromatography on silica gel to give the desired product.

The synthetic route of 1129-26-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dong, Yaqun; Sun, Song; Yu, Jin-tao; Cheng, Jiang; Tetrahedron Letters; vol. 60; 20; (2019); p. 1349 – 1352;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 78191-00-1, name is N-Methoxy-N-methylacetamide, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 78191-00-1, Product Details of 78191-00-1

a) To a solution of 1-octyne in tetrahydrofuran (THF, 180 mL) previously cooled to -78 C. is added under nitrogen n-buyllithium (2.5 M solution in hexane, 33.2 mL, 83 mmol). The colorless mixture is stirred 1 h and is then treated with N-methoxy-methylacetamide in THF (20 mL). The reaction mixture is stirred at room temperature for 4 h. After that time 3M HCl solution (100 mL) is added. Tert-butyl-methyl ether (TBME) is added and the reaction mixture is extracted with TBME (3¡Á100 mL). The combined organic layers are washed with saturated NaHCO3, dried over magnesium sulphate and the volatiles are removed on rotary evaporator. The residue is then purified by flash column chromatography (eluent: ethyl acetate/hexane 1:10) to obtain product 121 (colorless oil, 6.2 g, yield: 64%). (0445) NMR: 1H (400.1 MHz, CDCl3), delta=2.35 (2H, t, J=7.2 Hz), 2.31 (3H, s), 1.57 (2H, quint., J=7.2 Hz), 1.43-1.35 (2H, m), 1.33-1.25 (4H, m), 0.89 (3H, t, J=7.0 Hz); 13C (100.1 MHz, CDCl3), delta=184.9, 94.2, 81.4, 32.7, 31.2, 28.5, 27.6, 22.4, 18.9, 14.0.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; BASF SE; Welker, Matthias; Turbiez, Mathieu G. R.; Chebotareva, Natalia; Kirner, Hans Juerg; (74 pag.)US9550791; (2017); B2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 5466-88-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 5466-88-6 as follows.

General procedure: Phosphoric acid (3.15 g, 0.032 mol) and TFAA (21.8 mL, 0.104 mol) were added to the mixture of 4H-Benzo [1,4]oxazin-3-one (4 g, 0.026 mol) and substituted phenylacetic acid (1.1eq), at 0 C. After completion of addition, the mixture was allowed to warm to room temperature and stirred for 1 h. The reaction mixture was cooled to 0 C and adjusted the pH to 7 by adding the saturated NaHCO3 solution. The precipitated solid was filtered, washed with water and dried to give the desired product.

According to the analysis of related databases, 5466-88-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Rajitha, Chittipaka; Dubey; Sunku, Venkataiah; Javier Piedrafita; Veeramaneni, Venugopal Rao; Pal, Manojit; European Journal of Medicinal Chemistry; vol. 46; 10; (2011); p. 4887 – 4896;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 127828-22-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 127828-22-2, name is tert-Butyl (2-(2-aminoethoxy)ethyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 38.6 mg (0.23 mmol) of AgNO3 in 1 ml of dimethylformamide (DMF) was added portionwise over 1.5 h to a stirred solution of 78.2 mg (0.24 mmol) of 1 in 1.6 ml of DMF at room temperature in the dark. The mixture was stirred for 5 h in the dark, and the AgCl precipitate was then filtered off. The resulting pale-yellow DMF solution of [PtenCl(dmf)](NO3) was used as a starting material for the preparation of 1b and 1c as described below.A solution of 1a obtained as above was added to 40 mg (0.2 mmol) of NONBoc (2d) in the dark. The resulting solution was stirred overnight in the dark at room temperature. Then DMF was removed in vacuo. Excess of water was added to the residue, and a yellow precipitate of PtenCl2 was filtered off. The remaining filtrate of 1c was lyophilized. Yield: 87 mg. 195Pt NMR (H2O): delta -2645.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl (2-(2-aminoethoxy)ethyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kreatech Biotechnology B.V.; EP1745802; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 915087-25-1, These common heterocyclic compound, 915087-25-1, name is 4-Amino-2-fluoro-N-methylbenzamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A mixture of 4-amino-2-fluoro-N-methylbenzamide (2 g, 11.9 mmol), TMSCN (2.2 mL, 17.9 mmol), TMSOTf (0.1 mL, 0.6 mmol), and acetone (10 mL, 140 mmol) in DCM (20 mL) was stirred at room temperature overnight. The white solid was filtered, washed with a small amount of DCM, and dried to afford 1.12 g of 4-((2-cyanopropan-2-yl)amino)-2-fluoro- N-methylbenzamide as a white solid. lR NMR (300 MHz, DMSO-d6) delta 7.79 (t, 1H), 7.56 (t, 1H), 6.88 (s, 1H), 6.67 (dd, 1H), 6.54 (dd, 1H), 2.75 (d, 3H), 1.67 (s, 6H).

Statistics shows that 4-Amino-2-fluoro-N-methylbenzamide is playing an increasingly important role. we look forward to future research findings about 915087-25-1.

Reference:
Patent; ARAGON PHARMACEUTICALS, INC.; SMITH, Nicholas, D.; BONNEFOUS, Celine; JULIEN, Jackaline, D.; WO2011/103202; (2011); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 88-19-7, A common heterocyclic compound, 88-19-7, name is 2-Methylbenzenesulfonamide, molecular formula is C7H9NO2S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

3-[2-Methoxy-4-(toluene-2-sulfonylaminocarbonyl)-benzyl]-1-methyl-1H-indol-5-yl)carbamic acid cyclopentyl ester: Under a nitrogen atmosphere, a mixture of 4-(5-cyclolpentyloxycarbonylamino-1-methyl-1H-indol-3-ylmethyl)-3-methoxy-benzoic acid (800 mg, 1.9 mmol), toluene-2-sulfonamide (341 mg, 2 mmol), 4-(dimethylamino)pyridine (244 mg, 2 mmol), and 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (384 mg, 2 mmol) was dissolved in dichloromethane (30 mL). The mixture was stirred at ambient temperature for about 18 hours, and then poured into 1 M hydrochloric acid (100 mL). Following standard extractive workup with chloroform, the crude product was purified by flash column chromatography on silica gel (petroleum ether/ethyl acetate=2/1, v/v, elution) to afford the title compound (200 mg, 18%). 1H NMR (300 MHz, CDCl3) delta 8.62 (s, 1H), 8.29 (d, 1H, J=8.1 Hz), 7.55-7.22 (m, 9H), 6.81 (s, 1H), 6.50 (s, 1H), 5.23 (s, 1H), 4.08 (s, 2H), 3.91 (s, 3H), 3.75 (s, 3H), 2.71 (s, 3H), 1.96-1.76 (m, 8H); LC-MS: m/z=576 (MH)+; HPLC: 99% (Purity).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; US2009/191183; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 20188-40-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 20188-40-3, name is 4-(Aminomethyl)benzamide hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

Example A85 Preparation of (2S,3Z)-5-{[(2R,3R,5S,6S)-6-{(2E,4E)-5-[(3R,4R,5R,7S)-7-{2-[(4- carbamoylbenzyl)amino]-2-oxoethyl}-4-hydroxy-l,6-dioxaspiro[2.5]oct-5-yl]-3-methylpenta-2,4- dien-l-yl}-2,5-dimethyltetrahydro-2H-pyran-3-yl]amino}-5-oxopent-3-en-2-yl acetate (B266). Step 1. Synthesis of (2S,32)-5- {[(2R,3R,5S,6S)-6- {(2¡ê’,4¡ê’)-5-[(3R,4R,5R,7S)-7-{2-[(4- carbamoylbenzyl)amino]-2-oxoethyl}-4-hydroxy-l,6-dioxaspiro[2.5]oct-5-yl]-3-methylpenta-2,4-dien- l-yl} -2,5-dimethyltetrahydro-2H-pyran-3-yl]amino} -5-oxopent-3-en-2-yl acetate (B266). To a solution of B1 (18.7 mg, 0.03 mmol, 1 eq.) in NN-dimethylformamide (0.5 mL) at rt was added NN- diisopropylethylamine (21.2 L, 0.12 mmol, 2 eq.) and 4-(aminomethyl)benzamide hydrochloride salt (11.2 mg, 0.06 mmol, 2 eq.), and the reaction was stirred for 1 h. The reaction was purified by by reverse phase chromatography (Method A) to give B266 as a white solid. Yield: 15.4 mg, 0.023 mmol, 77percent. LCMS (Protocol D): m/z 668.37 [M+Na]+, retention time = 0.71 minutes. lB NMR (500 MHz, DMSO-d6) delta 8.50-8.43 (m, 1 H), 7.88 (s, 1 H), 7.82-7.74 (m, 3 H), 7.33-7.25 (m, 3 H), 6.41-6.27 (m, 2 H), 6.10 (d, J= 11.6 Hz, 1 H), 5.87 (dd, J= 11.6 and 7.5 Hz, 1 H), 5.62 (dd, J= 15.8 and 5.5 Hz, 1 H), 5.50-5.43 (m, 1 H), 5.04 (d, J= 5.4 Hz, 1 H), 4.43-4.20 (m, 3 H), 3.68-3.59 (m, 2 H), 3.53-3.45 (m, 1 H), 3.29-3.23 (m, 1 H), 2.78 (d, J= 5.3 Hz, 1 H), 2.68-2.56 (m, 2 H), 2.35-2.13 (m, 3 H), 1.98 (s, 3 H), 1.90-1.72 (m, 4 H), 1.70 (s, 3 H), 1.66-1.58 (m, 1 H), 1.57-1.49 (m, 1 H), 1.25 (d, J= 6.5 Hz, 3 H), 1.04 (d, J= 6.2 Hz, 3 H) , 0.93 (d, J= 7.3 Hz, 3 H).

The chemical industry reduces the impact on the environment during synthesis 4-(Aminomethyl)benzamide hydrochloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; DIRICO, Kenneth John; EUSTAQUIO, Alessandra S.; GREEN, Michael Eric; HE, Haiyin; HE, Min; KOEHN, Frank Erich; O’DONNELL, Christopher John; PUTHENVEETIL, Sujiet; RATNAYAKE, Anokha Sayani; SUBRAMANYAM, Chakrapani; TESKE, Jesse Alexander; YANG, Hui Yu; WO2014/68443; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2895-21-8, name is N-Isopropyl-2-chloroacetamide, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2895-21-8, Recommanded Product: 2895-21-8

To a solution of 3-(3-(3-chloro-4-fluorophenyl)-1-oxo-1 ,2-dihydropyrrolo[1 ,2-a]pyrazin-7- yloxy)propyl acetate (160 mg, P102) in CH3CN (10 ml_) K2CO3 (88 mg) and 2-chloro-N- isopropylacetamide (69 mg) were added and the mixture was heated to reflux for 16h, then cooled to RT and filtered. The filtrate was concentrated in vacuo, the crude was dissolved in THF (10 ml_) and a 2M solution of LiOH in water (1 ml_) was added. The mixture was stirred at RT for 16h, and then extracted with EA (20 ml_ X 5). The organic layer was dried, evaporated and the residue was combined with one other batch to give 260 mg of the crude product. The crude was purified by preparative HPLC to give the title compound (15 mg).1H NMR (400 MHz, CD3OD) delta: 1.03-1.06 (6H, d), 1.83-1. 91 (2H, m), 3 .57-3. 67 (2H, t),3. .75-3. .85 (1 H, m), 3.96-3.99 (2H, t), 4.29 (2H, s), 6. 59 (1 H , s), 6.96 91 H, s), 7. 09 (1 H, s),7. .20-7. .28 (1 H, t), 7 .30-7.37 (1 H, m), 7.50(1 H, m).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, N-Isopropyl-2-chloroacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/130231; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 75178-90-4, name is tert-Butyl (5-hydroxypentyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C10H21NO3

General procedure: To a stirred solution of tert-butyl 5-hydroxypentyl-carbamate(500 mg, 2.46 mmol) and TEA (498 mg, 4.92 mmol) in 5mL DCMat -10 C was added MsCl (338 mg, 2.95 mmol) dropwise and thesolution was stirred at the same temperature for 5 h. The reactionwas then quenched with water. The organic layer was washed withwater, brine, dried over MgSO4, filtered and evaporated underreduced pressure to give the desired product as yellow oil (552 mg,80%, Rf 0.5 (EtOAc)) The mesylatewas used in the next step withoutany further purification. Under N2 atmosphere 5-(tert-butoxycarbonylamino)pentyl methanesulfonate (350 mg, 1.2 mmol) wasdissolved in 5mL THF followed by the addition of LiBr (313 mg,3.6 mmol) to the solution. The reaction mixture was stirred for 16 hunder reflux, then THF was removed under vacuum. The mixturewas diluted with 10 mL water and it was extracted with DCM(3 x 10 mL). The combined organic phase was washed with water(3 x 10 mL) and brine (3 x 10 mL), dried over MgSO4 and evaporatedin vacuo. The product was purified by column chromatographyon silica gel 60 (n-hexane-EtOAc 9:1) to give whitecrystalline product (230 mg, 72%).

According to the analysis of related databases, 75178-90-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dvoracsko, Szabolcs; Keresztes, Attila; Mollica, Adriano; Stefanucci, Azzurra; Macedonio, Giorgia; Pieretti, Stefano; Zador, Ferenc; Walter, Fruzsina R.; Deli, Maria A.; Kekesi, Gabriella; Banki, Laszlo; Tuboly, Gabor; Horvath, Gyoengyi; Toemboely, Csaba; European Journal of Medicinal Chemistry; vol. 178; (2019); p. 571 – 588;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics