Category: 7357-70-2

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 7357-70-2, name is 2-Cyanothioacetamide, A new synthetic method of this compound is introduced below., SDS of cas: 7357-70-2

40.4 g (171.0 mmol) of the compound from Example 37A and 34.2 g (342.0 mmol) of cyanothioacetamide were initially charged in 700 ml of ethanol. 34.5 g (342.0 mmol) of 4-methyl morpholine were added, and the reaction mixture was heated under reflux with stirring for 3 h. After cooling to RT, the mixture was stirred at this temperature for a further 16 h. The resulting precipitate was filtered off with suction, washed with about 100 ml of ethanol and dried in a drying cabinet. The product was used without further purification for the subsequent reactions.Yield: 19.5 g (29% of theory)1H-NMR (400 MHz, DMSO-d6): delta=7.63-7.31 (br s, 2H), 7.41 (d, 2H), 7.09 (d, 2H), 4.49-4.38 (m, 1H), 4.15-3.99 (m, 2H), 3.78 (dd, 1H), 3.66 (dd, 1H), 2.77-2.68 (br s, 1H), 1.37 (s, 3H), 1.32 (s, 3H).LC-MS (Method 9): Rt=1.95 min; MS (ESIpos): m/z=424 [M+H+CH3CN]+.

The synthetic route of 7357-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nell, Peter; Vakalopoulos, Alexandros; Suessmeier, Frank; Albrecht-Kuepper, Barbara; Zimmermann, Katja; Keldenich, Joerg; Meibom, Daniel; US2011/3845; (2011); A1;,
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Reference of 7357-70-2,Some common heterocyclic compound, 7357-70-2, name is 2-Cyanothioacetamide, molecular formula is C3H4N2S, 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.

2-(Bis(methylthio)methylene)malononitrile (10 g, 58.7 mmol) and cyanothioacetamide (7.06 g, 70.5 mmol) were added to a round-bottom flask and dissolved in N,N-dimethylformamide (21 mL). Triethylamine (16.37 mL, 117 mmol) was added dropwise at room temperature and the mixture was stirred for 18 hours. The reaction mixture was added to 300 mL of 3 N hydrochloric acid. The resulting precipitate was filtered off, washed with water and dried with suction to afford 2-amino-6-mercapto-4-(methylthio)pyridine-3,5-dicarbonitrile (13.5 g, 54.7 mmol, 93% yield). LCMS m/z = 222.9 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Cyanothioacetamide, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Nicholas David; BENOWITZ, Andrew B.; RUEDA BENEDE, Maria Lourdes; EVANS, Karen Anderson; FOSBENNER, David T.; KING, Bryan Wayne; LI, Mei; MILLER, William Henry; REIF, Alexander Joseph; ROMERIL, Stuart Paul; SCHMIDT, Stanley J.; WIGGALL, Kenneth; (1283 pag.)WO2017/216726; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 7357-70-2, name is 2-Cyanothioacetamide, A new synthetic method of this compound is introduced below., COA of Formula: C3H4N2S

Example 1 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-4-[4-(2-hydroxyethoxy)phenyl]pyridine-3,5-dicarbonitrile (II) 5.334 kg (24.90 mol) of 2-[4-(2-hydroxyethoxy)benzylidene]malononitrile (XI) and 1.309 kg (13.07 mol) of 2-cyanothioacetamide (XII) were suspended in 27.4 kg (34.8 l) of methanol. The suspension was warmed to 40 C., and 3.779 kg (37.35 mol) of triethylamine were metered in at at most 40 C. The mixture was stirred at 40 C. for another 3 h and cooled to room temperature. 3.147 kg (12.45 mol) of 4-(chloromethyl)-2-(4-chlorophenyl)-1,3-thiazole (XIV) were added to the dark-brown solution, and the content of the tank was stirred at room temperature overnight. The suspension now present was cooled to 5 C., isolated by filtration and washed with 11.7 kg (14.85 l) of methanol in total. The moist product was dried at 50 C. in a vacuum drying cabinet. This gave 4862 g or 75.1% of theory of 2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-4-[4-(2-hydroxyethoxy)phenyl]pyridine-3,5-dicarbonitrile as a beige-greenish solid (content 95.5%, ESTD).

The synthetic route of 7357-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; MAIS, Franz-Josef; HEILMAN, Werner; OLENIK, Britta; KEIL, Birgit; BECKER, Guido; MEIBOM, Daniel; KUHLMANN, Thomas; (42 pag.)US2018/155336; (2018); A1;,
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Related Products of 7357-70-2, The chemical industry reduces the impact on the environment during synthesis 7357-70-2, name is 2-Cyanothioacetamide, I believe this compound will play a more active role in future production and life.

General procedure: Cyanothioacetamide (for X=S) (1.5 equiv) or cyanoacetamide (for X=O) (1.5 equiv) was added to a solution of the 1, 3-diones (for R4= -CF3 and -CH3) (1.0 equiv) or enaminones (for R4=H) (1.0 equiv) in ethanol in the presence of DABCO (1.0 equiv) at room temperature. The reaction mixture was stirred under reux for 3-6 h until complete conversion of the starting materials, as monitored by TLC. After cooled to room temperature, the solvent was evaporated under reduced pressure and the residue was neutralized with diluted hydrochloric acid (1 N) to precipitate the crude products. After filtrated and dried in vacuo, the product can be straight used for step d. Yield: 70-90%.

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, 2-Cyanothioacetamide, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 7357-70-2,Some common heterocyclic compound, 7357-70-2, name is 2-Cyanothioacetamide, molecular formula is C3H4N2S, 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.

To a stirred solution of 2-cyanothioacetamide (3.52 g, 35 mmol) and ethyl 2,4- dioxovalerate (5.0 g, 32 mmol) in anhydrous EtOH (75 mL) at room temperature was added triethylamine (0.5 mL) and the reaction was stirred overnight. Filtration and washing of the precipitates with EtOH gave [3-CYANO-2-MERCAPTO-6-METHYL-ISONICOTINIC] acid ethyl ester as a yellow solid (4.54 g, 64.5%). A mixture of this ester (3.54 g, 16 mmol), bromoacetamide (2.15 g, 16 mmol) and sodium ethoxide (2.18 g, 32 mmol) in MeOH was heated at reflux overnight. It was then allowed to cool to room temperature. Filtration and washing of the precipitates with EtOH provided 3-amino-2-carbamoyl-6- methyl-thieno [2, [3-B]] pyridine-4-carboxylic acid ethyl ester as a solid (0.94 g, 21. [1%).]

The synthetic route of 7357-70-2 has been constantly updated, and we look forward to future research findings.

Application of 7357-70-2,Some common heterocyclic compound, 7357-70-2, name is 2-Cyanothioacetamide, molecular formula is C3H4N2S, 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.

Preparation 8 Synthesis of 2-cyano-3-oxo-thiobutyramide To a stirring solution of 2-cyano-thioacetamide, (1016 g, 9.84 mol) in pyridine (2.60 L), chilled to 0 C., add acetyl chloride over 2 hours (785 mL, 11.03 mol) keeping reaction temperature below 20 C. Warm to room temperature over 1 hour, add water (4 L) and stir until dissolution of all solids. Add an aqueous 12 M solution of hydrochloric acid (HCl, 250 mL) until acidic (pH=1) to give a red-brown precipitate. Stir for 1 hour at 0 C., filter, dry the collected solid under vacuum to give the title compound as an orange solid (926 g, 66%). A second crop can be harvested from the mother liquors by adding 12 M aqueous (500 mL) to give the title compound (353 g, 25%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Cyanothioacetamide, its application will become more common.

Reference:
Patent; Britton, Thomas Charles; Dehlinger, Veronique; Fivush, Adam Michael; Hollinshead, Sean Patrick; Vokits, Benjamin Paul; US2009/253750; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Some common heterocyclic compound, 7357-70-2, name is 2-Cyanothioacetamide, molecular formula is C3H4N2S, 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. Product Details of 7357-70-2

To a suspension of 3-(1,2-dimethyl-1H-imidazol-5-yl)-1-(thiazol-2- yl)prop-2-en-1-one (0.31 mmol, 72 mg) and 2-cyanothioacetamide (0.93 mmol, 93 mg, 3.0 equiv.) in EtOH (1.5 mL), a few drops of piperidine were added. After being stirred at 80oC for 2 h, EtOH was evaporated and crude product was redissolved in CH3CN. (0383) Butyl(chloromethyl)sulfane (0.62 mmol, 85.5 mg) and Et3N (0.93 mmol, 94.1 mg, 130 muL) were then added and the reaction mixture was stirred at 80C for 20 min. Once complete, the reaction was diluted with EtOAc and water. The organic phase was separated and aqueous layer was extracted twice with EtOAc. The combined extractions were washed with saturated NaCl solution, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography to give 99 mg of designed product (77%). 1H NMR (400 MHz, CDCl3) delta 7.96 (d, J = 3.1 Hz, 1H), 7.85 (s, 1H), 7.56 (d, J = 3.1 Hz, 1H), 7.37 (s, 1H), 4.49 (s, 2H), 3.60 (s, 3H), 2.72 (t, J = 7.4 Hz, 2H), 2.48 (s, 3H), 1.62 (p, J = 7.3 Hz, 2H), 1.40 (h, J = 7.3 Hz, 2H), 0.90 (t, J = 7.3 Hz, 3H). ESI- MS (m/z): 416.6 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7357-70-2, its application will become more common.

Reference:
Patent; CASE WESTERN RESERVE UNIVERSITY; UNIVERSITY OF TEXAS SOUTHWESTERN MEDICAL CENTER; UNIVERSITY OF IOWA RESEARCH FOUNDATION; MARKOWITZ, Sanford; READY, Joseph; PIEPER, Andrew; (168 pag.)WO2018/17582; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 7357-70-2, name is 2-Cyanothioacetamide, A new synthetic method of this compound is introduced below., SDS of cas: 7357-70-2

12.46 g (75 mmol) of 4-(2-hydroxyethoxy)benzaldehyde, 15.02 g (150 mmol) of cyanothioacetamide and 15.15 g (150 mmol) of N-methylmorpholine are initially charged in 75 ml of ethanol and heated under reflux for 3 h. After cooling, the reaction solution is concentrated under reduced pressure. The residue is dissolved in IN aqueous sodium hydroxide solution and washed twice with ethyl acetate. The aqueous sodium hydroxide phase is acidified with IN hydrochloric acid and the precipitated crystals are filtered off with suction and dried under reduced pressure at 450C. This gives 12.05 g (51% of theory) of product.MS (ESIpos): m/z = 313 (M+H)+, 330 (M+NH^1H=NMR (300 MHz, DMSO-d*): delta = 3.7 (t, 2H); 4.1 (t, 2H); 7.1 (d, 2H); 7.4 (d, 2H); 8.0 (br s, 2H).

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; BAYER HEALTHCARE AG; WO2007/73855; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 7357-70-2, A common heterocyclic compound, 7357-70-2, name is 2-Cyanothioacetamide, molecular formula is C3H4N2S, 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.

2-(4-phenylthiazol-2-yl)acetonitrile A mixture of 2-bromoacetophenone (1 .0 g, 5 mmol) and 2- cyanothioacetamide (0.5 g, 10 mmol) in ethanol (25 mL) was heated to 80C for 4 h. The reaction mixture was cooled to room temperature and poured into an aqueous ammonia solution (final pH was >7). The mixture was then extracted with ethyl acetate (100 mL x 3) and the organic layers were washed with H2O and brine. The organic layers were dried over anhydrous magnesium sulfate, filtered, and concentrate in vacuo. The crude product was purified by flash column chromatography, eluting with 0-30% ethyl acetate and petroleum benzene, afforded 2-(4-phenylthiazol-2-yl)acetonitrile (0.69 g, yield 70%) as a yellow solid.

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; MONASH UNIVERSITY; THE UNIVERSITY OF WESTERN AUSTRALIA; BAELL, Jonathan; PIGGOTT, Matthew; RUSSELL, Stephanie; TOYNTON, Arthur; RAHMANI, Raphael; FERRINS, Lori; NGUYEN, Nghi; (178 pag.)WO2015/172196; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 7357-70-2, A common heterocyclic compound, 7357-70-2, name is 2-Cyanothioacetamide, molecular formula is C3H4N2S, 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.

10 g (58.74 mmol) of 2-(di(methylthio))methylidenemalononitrile and 7.1 g (70.48 mmol) of cyanothioacetamide were initially charged in 21 ml of DMF, and 16.4 ml (117.47 mmol) of triethylamine were added dropwise at room temperature. The mixture was stirred at room temperature for 8 h. The reaction mixture was added to 300 ml of 3N hydrochloric acid. The resulting precipitate was filtered off with suction, washed with water and dried. This gave the product as a powder.Yield: 12.2 g (89% of theory, 96% pure)1H-NMR (400 MHz, CDCl3): delta=3.98 (s, 1H), 2.72 (s, 3H).LC-MS (Method 7): Rt=1.56 min; MS (ESIpos): m/z=223 [M+H]+.

The synthetic route of 7357-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nell, Peter; Vakalopoulos, Alexandros; Suessmeier, Frank; Albrecht-Kuepper, Barbara; Zimmermann, Katja; Keldenich, Joerg; Meibom, Daniel; US2011/3845; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts