Category: amides-buliding-blocks

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 25625-57-4 as follows. Quality Control of 2-Bromo-N-(3-(trifluoromethyl)phenyl)acetamide

Example 5: 2-[3-(4-Bromophenyl)-2-oxo-7-oxa-1 ,4-diazaspiro[4.5]dec-3-en-1 -yl]-N-[3- (trifluoromethyl)phenyl]acetamide; 3-(4-Bromophenyl)-7-oxa-1 ,4-diazaspiro[4.5]dec-3-en-2-one (D19) (100mg, 0.32mmol) in DMF (4ml) was cooled to ice bath temp and treated with sodium hydride (14.23 mg, 0.356 mmol) under an atmosphere of argon. The mixture was stirred for 30 minutes then 2- bromo-N-[3-(trifluoromethyl)phenyl]acetamide (D16) (100 mg, 0.356 mmol) in DMF (2ml) was added over 1.5 hour by syringe pump. The mixture was then allowed to warm to room temp overnight. The mixture was poured into water and extracted with ethyl acetate. The ethyl acetate layer was washed with brine and dried using sodium sulphate and the solvent was removed. The residue was chromatographed on a silica column eluted with a gradient of 0-5% methanol in DCM. A mixture was obtained which was purified by low pH MDAP to give the title compound (81 mg).1H NMR (d6DMSO) delta: 1.65-1.80 (2H, m), 2.06-2.28 (2H, m), 3.5 (1 H, m), 3.65 (1 H, m), 3.8-3.95 (2H, m), 4.5 (2H, m), 7.42 (1 H, m), 7.61 (1 H, m), 7.77 (3H, m) 8.08 (1 H, m), 8.32 (2H, s), 10.6 (1 H, s). 19F NMR (DMSO) delta: -61.4 (s), Mass Spectrum (Electrospray LC/MS): Found 510 (MH+). Ret. time 3.33 min.

According to the analysis of related databases, 25625-57-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; UNIVERSITY OF NOTTINGHAM; WO2008/92877; (2008); A2;,
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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. 17641-08-6, name is 2-Chloro-N-(3-methoxyphenyl)acetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 2-Chloro-N-(3-methoxyphenyl)acetamide

General procedure: To a stirred solution of substituted aniline (1 mmol) and chloroacetyl chloride (1 mmol) which was stirred in 5 mL DMF for 20 min, were added benzyl amine derivatives (1.3 mmol) and CS2 (5 mmol). The reaction mixture was allowed to stir for required additional time (Table 2). Then, 5 mL of water was added and the solution was extracted with ethyl acetate and dried over sodium sulfate and purified by passing over a silica gel column chromatography using petroleum ether/ethyl acetate (8:2).

The synthetic route of 17641-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sadat-Ebrahimi, Seyed Esmail; Karim, Leila; Moghimi, Setareh; Yahya-Meymandi, Azadeh; Mahdavi, Mohammad; Vosooghi, Mohsen; Foroumadi, Alireza; Shafiee, Abbas; Journal of Sulfur Chemistry; vol. 38; 1; (2017); p. 43 – 51;,
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Some common heterocyclic compound, 127-77-5, name is 4-Amino-N-phenylbenzenesulfonamide, molecular formula is C12H12N2O2S, 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. HPLC of Formula: C12H12N2O2S

To a well-stirred solution of compound 2 (2.48 g, 0.01 mol) inchloroform, benzoyl chloride (1.28 ml, 0.011 mol) in chloroformwas added dropwise at 0 C and stirring was continued in cold condition.After the completion of reaction (monitored by TLC), thereaction mixture was poured into ice cold water. White solid wasfiltered, washed with acetic acid and sodium bicarbonate solutions,dried and purified by recrystallization. Single crystals suitable fordiffraction studies were obtained by slow evaporation fromethanol.Analytical and physical data: Formula: C19H16N2O3S; Yield:70-75%; LCMS (+ve mode): (M + H) = 353.0 (99.5%), RT – 4.349;HRMS: Obtained m/z = 375.0777 (M + Na), cald. = 375.0779.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 127-77-5, its application will become more common.

Reference:
Article; Lahtinen, Manu; Kudva, Jyothi; Hegde, Poornima; Bhat, Krishna; Kolehmainen, Erkki; Nonappa; Venkatesh; Naral, Damodara; Journal of Molecular Structure; vol. 1060; 1; (2014); p. 280 – 290;,
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Synthetic Route of 2618-96-4, The chemical industry reduces the impact on the environment during synthesis 2618-96-4, name is Dibenzenesulfonimide, I believe this compound will play a more active role in future production and life.

Iodobenzene diacetate(579.8 mg, 1.8 mmol)And bis (benzenesulfonyl) imide(535.23 mg, 1.8 mmol) was added toIn acetonitrile,The mixture was stirred at 40 C. for 30 minutes.After that, N-pivaleindole (301.9 mg, 1.5 mmol) was added toAnd the mixture was stirred at room temperature for 3 hours.After removal of the solvent, ether was added,Filter,Washed with ethyl acetate,1- (2,2-Dimethyl-1-oxopropyl)-3- [bis(Benzenesulfone)Amidyl](Phenyl)-lambda 3 -iodanyl]-1 H-indole(893.28 mg, 85%).

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, Dibenzenesulfonimide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chiba University; Moriyama, Katsuhiko; Togo, Hideo; Ishida, Kazuma; (40 pag.)JP2015/34144; (2015); A;,
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Some common heterocyclic compound, 1524-40-9, name is 3-Fluorobenzenesulfonamide, molecular formula is C6H6FNO2S, 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. COA of Formula: C6H6FNO2S

(1) 0.0040g iridium catalyst [Cp * IrCl2] 2,0.0076 g silver salt bis(trifluoromethanesulfonyl)imide silver,0.825g oxidant silver acetate,31.4muLacetophenone-O-methyl oxime and0.07 g of m-fluorobenzenesulfonamide was placed in a reaction tube.Add 2mL of dichloromethane as a solvent,Heating and stirring reaction,The temperature of heating and stirring is 60C.Reaction time 24h.(2) After the reaction is over,Separation by column chromatography (300-400 column chromatography silica gel column packing,Eluent: ethyl acetate: petroleum ether = 12:100 v/v),Can get the product N-[2-(1-Methoxyimino)ethyl]phenyl-3-fluorobenzenesulfonamide.The yield is 83%.The structural characterization of the products are shown in Figures 21 and 22, respectively.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1524-40-9, its application will become more common.

Reference:
Patent; University of Jinan; Zhao Huaiqing; Zhang Wei; Xu Xiangwen; Wu Wei; (40 pag.)CN107739322; (2018); A;,
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Related Products of 2439-77-2, These common heterocyclic compound, 2439-77-2, name is 2-Methoxybenzamide, 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.

Under argon, tert-butyl 4-(10-bromo-2-oxo-l,2-dihydropyrimido[l,2-b]indazol-4-yl)piperidine-l- carboxylate (200 mg, 447 muiotaetaomicron), 2-methoxybenzamide (169 mg, 1.12 mmol), Tripotassium phosphate (133 mg, 626 muiotaetaomicron), tBuBrettPhos (13.0 mg, 26.8 muiotaetaomicron), and tBuBrettPhos Pd G3 (22.9 mg, 26.8 muiotaetaomicron) were dissolved in l-Methoxy-2-propanol (5.0 ml, 52 mmol). The mixture was stirred at 110 C for 16 h and then purified via reverse phase chromatography (Method: Reprosil CI 8; 10 muiotaeta; 125×30 mm / flow: 50 ml/min / solvents: A = water (0,01% formic acid), B = Acetonitrile / gradient : 0.00-4.25 min = 20%B, 4.50min = 30%B, 19.00-22.50min = 100%B, 22.75-25.00min = 20%B) which afforded the product after drying in vacuo. The obtained amout was 130 mg (56 % of theory). LC-MS (Method 1): Rt = 1.15 min; MS (ESIpos): m/z = 518 [M+H]+

Statistics shows that 2-Methoxybenzamide is playing an increasingly important role. we look forward to future research findings about 2439-77-2.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ELLERMANN, Manuel; VALOT, Gaelle; CANCHO GRANDE, Yolanda; HASSFELD, Jorma; KINZEL, Tom; KOeBBERLING, Johannes; BEYER, Kristin; ROeHRIG, Susanne; SPERZEL, Michael; STAMPFUSS, Jan; MEYER, Imke; KOeLLNBERGER, Maria; BURKHARDT, Nils; SCHLEMMER, Karl-Heinz; STEGMANN, Christian; SCHUHMACHER, Joachim; WERNER, Matthias; (308 pag.)WO2016/173948; (2016); A1;,
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Synthetic Route of 2360-20-5,Some common heterocyclic compound, 2360-20-5, name is 3,4-Diaminobenzenesulfonamide, molecular formula is C6H9N3O2S, 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: Benzaldehyde (73 muL, 0.72 mmol, 1 eq) was dissolved in EtOH (2-5 mL), and sodium metabisulfite (205 mg, 1.08 mmol, 1.5 eq) in H2O (1-2 mL) was added in dropwise. The reaction mixture was stirred at rt overnight. Reaction mixture was diluted with EtOH, cooled and formed precipitate was filtered and dried (128 mg). The mixture of this salt (124.6 mg, 0.596 mmol, 1.5 equiv) and 3-amino-4-(methylamino) benzenesulfonamide (3) (80 mg, 0.397 mmol, 1 equiv) in 5 mL DMF was heated at 60? for 6 h. Reaction mixture was diluted with water and formed precipitate was filtered. The crude product was purified by flash chromatography on silica gel (12 g), eluting with a gradient of 0-11% MeOH in DCM to give 4a (74.5 mg, 64.8% yield) as a white powder. Mp 266-268.6 C. 1H NMR (400 MHz, DMSO-d6): delta 3.92 (3H, s), 7.32 (2H, s), 7.58-7.60 (3H, m), 7.76-7.81 (2H, m), 7.85-7.88 (2H, m), 8.14 (1H, s); 13C NMR (100 MHz DMSO-d6): delta 32.05, 111.05, 116.93, 119.93, 128.75, 129.41, 129.48, 130.12, 138.25, 138.45, 141.53, 155.41; HRMS m/z calculated for C14H13N3O2S [M+H]+ 288.0807, found: 288.0794.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,4-Diaminobenzenesulfonamide, its application will become more common.

Reference:
Article; Cal??kan, Burcu; Banoglu, Erden; Guer Maz, Tu?ce; Nocentini, Alessio; Supuran, Claudiu T.; Uslu, Azize Gizem; Bioorganic Chemistry; vol. 95; (2020);,
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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 683-57-8 as follows. name: 2-Bromoacetamide

Example 1: 2-[1-(2-Morpholin-4-yl-ethoxy)-naphthalen-2-ylamino]-acetamide, hydrochloride; [Show Image] 2-Bromoacetamide (1.05 equiv), potassium carbonate (1.5 equiv) and sodium iodide (0.1 equiv) were added at r.t. to a solution of 1-(2-Morpholin-4-yl-ethoxy)-naphthalen-2-ylamine (50 mg, 0.18 mmol) in acetonitrile (3 mL). The resulting mixture was allowed to heat to 80C for 18 hours. water (10 mL) and DCM (10 mL) were added to the mixture. The organic layer was washed with water (1x) and brine (2x). After drying over MgSO4, the solvent was evaporated to afford the crude compound. This latter was purified by flash chromatography (100% EtOAc to 10% MeOH/EtOAC) to afford brown oil in 63 % yield. A 2.0 M solution of HCl in ether (10 equiv) was added to a solution of this latter in 0.5 mL of methanol to afford the HCl salt as an brown hygroscopic solid. 1H NMR (400 MHz, CD3OD) : 3.38 (s, 2H, CH2-N), 3.86 (t, J 4.9 Hz, 4H, CH2-N), 4.0-4.1 (m, 4H, CH2-O), 4.14 (s, 2H, NH-CH2-CO), 4.57 (t, J 4.8 Hz, 2H, CH2-CO), 7.31 (d, J 9.3 Hz, 1H, Ar), 7.45 (m, 1H, Ar), 7.60 (m, 1H, Ar), 7.60 (m, 1H, Ar), 7.77 (d, J 8.8 Hz, 1H, Ar), 7.90 (d, J 7.8 Hz, 1H, Ar), 8.02 (d, J 9.3 Hz, 1H, Ar). M/Z (M+H)+ = 330.

According to the analysis of related databases, 683-57-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Faust Pharmaceuticals; EP1777219; (2007); A1;,
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Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 688790-06-9, name is 7-tert-Butyl 2-methyl 7-azabicyclo[2.2.1]heptane-2,7-dicarboxylate, molecular formula is C13H21NO4, 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. Safety of 7-tert-Butyl 2-methyl 7-azabicyclo[2.2.1]heptane-2,7-dicarboxylate

A solution of 4M HCl in dioxane (100 mL, 400 mmol, 3.0 eq) was slowly added to a stirred solution of 7-tert-butyl 2-ethyl 3-bromo-7-azabicyclo[2.2.1]heptane-2,7-dicarboxylate (20.0 g, 74.3 mmol, 1.0 eq) in dioxane (400 mL) at 0 C and the reaction mixture was stirred at room temperature for 2 h. After completion of the reaction (monitored by TLC, 30% ethyl acetate-hexane, R = 0.01), solvent was removed under reduced pressure and the residue was dried under vacuum to afford ethyl 7-azabicyclo[2.2.1]heptane-2-carboxylate HC1 (12.0 g, 96%) as a yellow sticky mass. LCMS m/z = 156.12 (M+l); crude purity by 1H NMR -90%. [

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 688790-06-9, its application will become more common.

Reference:
Patent; INNOV 17 LLC; TILLEY, Jefferson; BLINN, James; GAWECO, Anderson; (93 pag.)WO2016/14918; (2016); A1;,
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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. 121492-06-6, name is N-Boc-(2-Aminoethyl)-N-methylamine belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 121492-06-6

General procedure: To a solution of compound 101-1a or 101-1b (crude, calculated as 1.0 mmol) in DCM (20 mL) were added diamine 101-2(a, b, c, or d) (1.1 mmol) and DMAP (0.1 mmol). The reaction mixture was stirred at RT for 4 hours before TFA (1 mL) was added into. The mixture was stirred at RT for half an hour (for R13 = Boc, the reaction was stirred until Boc was totally removed, which monitored by LCMS). The resulting mixture was concentrated in vacuo and the residue was purified by reversed phase flash chromatography (50-80% acetonitrile in aq. TFA (0.5%)) to give compound 101(a, b, c, or d) as colorless oil. Following the general procedure and using compound 101-1a with Boc-diamine 101-2a, compound 101a (0.38 g, 57% in 2 steps, TFA salt) was obtained as colorless oil. ESI m/z: 567 (M + H)+.

The synthetic route of 121492-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REGENERON PHARMACEUTICALS, INC.; HAN, Amy; (329 pag.)WO2019/136487; (2019); A2;,
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