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., Recommanded Product: 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;,
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Electric Literature 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;,
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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., Quality Control of 2-Cyanothioacetamide

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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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., Safety of 2-Cyanothioacetamide

To a solution of [CC-CYANOTHIOACETAMIDE] (0.5 g, 5 mmol) in DMF (3 mL) [A-BROMOACETOPHENONE] (1 g, [5] mmol, dissolved in 3 mL of DMF) was slowly added (dropping funnel). Approximately 30min after the addition the mixture was heated to [70C] for 30min, after which the reaction was complete as judged by TLC (SiO2; hexane/AcOEt 8: 2, [RF=0.] 3) The dark solution was poured onto water (50 mL) and extracted with AcOEt (3 x 30 mL). The combined organic phases were dried over [NA2SO4] and concentrated under vacuum. The resultant oily residue was dissolved in EtOH (2 mL) and poured in water (30 mL). After 1 hour stirring at room temperature the formed solid was filtered off, washed with [H20] and dried under vacuum (2 h, [50C] ; 48 h, [25C).] Pure [4-phenylthiazol-2-yl] acetonitrile (3,0. 87 g, 87%) was obtained. Analytical data [‘H-NMR] [(DMSO-D6,] [8)] : 7.9 (bd, 2H); 7.26-7. 5 [(M,] 4H); 4.2 (s, 2H) M. P. = [60C]

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; NOVUSPHARMA S.P.A.; WO2003/105842; (2003); A1;,
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Electric Literature of 7357-70-2, 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 7357-70-2 as follows.

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) 3 drops of piperidine were added. After being stirred at 80 oC for 2 h, EtOH was evaporated and crude product was redissolved in 2 mL of CH3CN. Butyl(chloromethyl)sulfane (0.62 mmol, 85.5 mg, 20 equiv.) and Et3N (0.93 mmol, 94.1 mg, 130 muL) were then added and the reaction mixture was stirred at 80oC 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]+

According to the analysis of related databases, 7357-70-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CASE WESTERN RESERVE UNIVERSITY; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; MARKOWITZ, Sanford; ANTCZAK, Monika; READY, Joseph; ZHANG, Youngyou; (332 pag.)WO2018/218251; (2018); A1;,
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Application of 7357-70-2, 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. 7357-70-2, name is 2-Cyanothioacetamide belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 12A (S)-2-Amino-4-{4-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]phenyl}-6-mercaptopyridine-3,5-dicarbonitrile 1.52 g (6.43 mmol) of the compound from Example 11A, 1.29 g (12.9 mmol) of cyanothioacetamide and 1.3 g (12.9 mmol) of 4-methylmorpholine are dissolved in 15 ml of ethanol, and the mixture is stirred under reflux for 3 h. The mixture is then stirred at RT for 18 h. The reaction solution is concentrated using a rotary evaporator, and the residue is chromatographed on silica gel 60 (mobile phase: dichloromethane/ethanol 10:1). Yield: 1.06 g (43% of theory) LC-MS (Method 3): Rt=1.75 min; MS (ESIpos): m/z=383 [M+H]+.

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.

Reference:
Patent; Bayer HealthCare AG; US2008/269300; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 7357-70-2, name is 2-Cyanothioacetamide, 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. HPLC of Formula: C3H4N2S

General procedure: The corresponding 2-bromo-1-(aryl)ethan-1-one derivative (0.02 mol, 1 equiv.) and 2-cyanothioacetamide (0.02 mol, 1 equiv.) were dissolved in dry THF (50 mL) followed by the addition of Et3N (0.022 mol, 1.1 equiv.) (precipitation of a white solid). The reaction mixture was left to react at room temperature overnight. The solid was filtered off and the filtrate was concentrated on a rotary evaporator. The residue was dissolved in EtOAc (200 mL) and washed with water (2 50 mL), saturated aqueous solution of NaHCO3 (2 50 mL), and brine (50 mL), and dried over Na2SO4. The solvent was evaporated under reduced pressure. The crude product was purified by flash chromatography (EtOAc:hexane, 1:8) to give the desired product (71%) as a dark yellow solid. Mp = 50-51 C. 1H NMR (400 MHz, CDCl3): delta (ppm) 4.15 (s, 2H), 7.32-7.37 (m, 1H), 7.39-7.44 (m, 2H), 7.46 (s, 1H), 7.84-7.88 (m, 2H).

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

Reference:
Article; Pajk, Stane; ?ivec, Matej; ?ink, Roman; Sosi?, Izidor; Neu, Margarete; Chung, Chun-Wa; Martinez-Hoyos, Maria; Perez-Herran, Esther; Alvarez-Gomez, Daniel; Alvarez-Ruiz, Emilio; Mendoza-Losana, Alfonso; Castro-Pichel, Julia; Barros, David; Ballell-Pages, Lluis; Young, Robert J.; Convery, Maire A.; Encinas, Lourdes; Gobec, Stanislav; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 252 – 257;,
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Related Products of 7357-70-2, 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 7357-70-2 as follows.

ferf-butyl 4-(4-(3-amino-2-cyano-3-thioxoprop-1 -enyl)-3- nitrophenyl)piperazine-1 -carboxylate1.5 g (15 mmol) of 2-cyanoethanethioamide, 60 ml of ethanol and one drop of piperidine are added respectively to 5 g (15 mmol) of tert-butyl 4-(4-formyl-3- nitrophenyl)piperazine-l -carboxylate. The reaction mixture i s sti rred at room temperature for 12 hours. The precipitate obtained is filtered to yield 5.2 g (83%) of tert-b u t y 1 4-(4-(3-amino-2-cyano-3-thioxoprop-l-enyl)-3-nitrophenyl)piperazine-l- carboxylate in the form of a yellow solid.LCMS (ESI, m/z): (M+l) 418.481H MR: 6H pm 400 MHz, DMSO: 10.10 (IH, bs, NH), 9.45 (IH, bs, NH), 8.25 (IH, CHarom), 7.95 (IH, d, CHarom), 7.60 (IH, d, CHarom), 6.35 (IH, dd, CHarom), 3.50 (8H, i 4CH2), 1.42 (9H, s, 3CH3).

According to the analysis of related databases, 7357-70-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PIERRE FABRE MEDICAMENT; RABOT, Remi; BEDJEGUELAL, Karim; KALOUN, El Bachir; SCHMITT, Philippe; RAHIER, Nicolas; MAYER, Patrice; FOURNIER, Emmanuel; WO2012/140114; (2012); A1;,
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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 7357-70-2 as follows. Application In Synthesis of 2-Cyanothioacetamide

General procedure: A mixture of the required acetophenones (0.001 mol),the appropriate aromatic aldehydes (0.001 mol), cyanothioacetamide(0.1 g, 0.001 mol) and ammonium acetate (0.62 g,0.008 mol) in n-butanol (10 mL) is irradiated at 150C for20 min in the microwave oven. After the reaction mixture iscooled to room temperature, the reaction mixture is dilutedwith 10 mL diethyl ether and the separated solid is filtered,dried and crystallized from ethanol to afford compounds 4-10.

According to the analysis of related databases, 7357-70-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Elhameid, Mohammed K. Abd; Ryad, Noha; My, Al-Shorbagy; Mohammed, Manal R.; Ismail, Mohammed M.; El Meligie, Salwa; Chemical and Pharmaceutical Bulletin; vol. 66; 10; (2018); p. 939 – 952;,
Nitrile – Wikipedia,
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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., Application In Synthesis of 2-Cyanothioacetamide

[00288] 2-(((butylthio)methyl)thio)-4-(l,2-dimethyl-lH-imidazol-5-yl)-6-(thiazol-2- yl)nicotinonitrile. To a suspension of 3-(l,2-dimethyl-lH-imidazol-5-yl)-l-(thiazol-2- yl)prop-2-en-l-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 80C for 2 h, EtOH was evaporated and crude product was redissolved in CH3CN. Butyl(chloromethyl)sulfane (0.62 mmol, 85.5 mg) and Et3N (0.93 mmol, 94.1 mg, 130 mu,) 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%). FontWeight=”Bold” FontSize=”10″ H NMR (400 MHz, CDC13) delta 7.96 (d, / = 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, / = 7.4 Hz, 2H), 2.48 (s, 3H), 1.62 (p, / = 7.3 Hz, 2H), 1.40 (h, / = 7.3 Hz, 2H), 0.90 (t, / = 7.3 Hz, 3H). ESI- MS (m/z): 416.6 [M+H]+.

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

Reference:
Patent; CASE WESTERN RESERVE UNIVERSITY; BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM; MARKOWITZ, Sanford D.; READY, Joseph; ZHANG, Yongyou; ANTCZAK, Monika; WILLSON, James K.V.; POSNER, Bruce A.; GREENLEE, William; (254 pag.)WO2016/168472; (2016); A1;,
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