Category: 2227-79-4

Application of 2227-79-4, These common heterocyclic compound, 2227-79-4, name is Benzothioamide, 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 solution of benzothioamide (3.00 g, 21.87 mmol) in EtOH (70 mL) was treated dropwise with ethyl bromopyruvate (5.10 g, 26.2 mmol) and stirred at room temperature for 30 min before being heated at reflux for 1.5 h. The cooled mixture was diluted with ethyl acetate (200 mL), washed (aqueous NaHC03, brine), dried over anhydrous MgSO4 and evaporated. The residue was purified on the ISCO using a REDISEP 80 g column (10 to 20% EtOAc-hexane) to give the title compound (4.82 g, 94%) as a yellow oil. LCMS (APCI): calcd for C12H12NO2S [M+H]+ m/z 234.05, found 234.1. 1H NMR (CDCl3, 400 MHz) delta ppm: 8.14 – 8.19 (m, 1H), 7.98 – 8.07 (m, 2H), 7.41 – 7.51 (m, 3H), 4.46 (q, J= 7.2 Hz, 2H), 1.44 (t, J= 7.2 Hz, 3H)

The synthetic route of 2227-79-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; UNIVERSITE DE MONTREAL; BANVILLE, Jacques; REMILLARD, Roger; RUEDIGER, Edward H.; DEON, Daniel H.; GAGNON, Marc; DUBE, Laurence; GUY, Julia; PRIESTLEY, Eldon Scott; POSY, Shoshana L.; MAXWELL, Brad D.; WONG, Pancras C.; WO2013/163279; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

2227-79-4, name is Benzothioamide, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of Benzothioamide

A mixture of benzenecarbothioamide (6.86 g) , 1,3- dichloroacetone (6.35 g) and toluene (50 mL) was heated under reflux for 3 hr. The reaction mixture was cooled, and water was added thereto. The mixture was extracted with ethyl acetate, and the extract was washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (9.77 g) . MS: [M+H]+ 210.1.

The synthetic route of 2227-79-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KAJITA, Yuichi; MIKAMI, Satoshi; MIYANOHANA, Yuhei; KOIKE, Tatsuki; DAINI, Masaki; OYABU, Norio; OGINO, Masaki; TAKEUCHI, Kohei; ITO, Yoshiteru; TOKUNAGA, Norihito; SUGIMOTO, Takahiro; MIYAZAKI,Tohru; ODA, Tsuneo; HOASHI, Yasutaka; HATTORI,Yasushi; IMAMURA, Keisuke; (413 pag.)WO2019/27058; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 2227-79-4,Some common heterocyclic compound, 2227-79-4, name is Benzothioamide, molecular formula is C7H7NS, 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.

1. 3 Dichloroacetone (170 mmol), thiobenzamide (150 mmol), ethanol (150 mL) and THF (75 mL) was reacted for 5-8 hours under refluxed and stirring and conditions. The most of the solvent was removed, cooled, the reaction solution was poured into ice water, extracted with ethyl acetate, washed with the organic phase, dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure to obtain a yellow liquid title 28 g

The synthetic route of 2227-79-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Huang, Danling; Hunan Research Institute of Chemical Industry ltd; Liu, Aiping; Huang, Mingzhi; Li, Jianming; Wang, xiaoguang; Liu, Weidong; Chen, Xiao Yang; He, Lian; Xiang, Jun; Pei, Hui; (24 pag.)CN106608873; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 2227-79-4, name is Benzothioamide, A new synthetic method of this compound is introduced below., Recommanded Product: Benzothioamide

The bottle to the three port by adding benzthioamides (20.00 g, 0 . 146 mol), methanol 200 ml, 1,3-dichloroacetone (22.21 g, 0 . 157 mol), heated up to reflow, reflux reaction 3 hours. Lowering the temperature to after the end of the reaction 30 C the following, the reaction solution into 50 ml of water, with 3×50 ml of ethyl acetate extraction, the resulting organic phase with saturated aqueous solution of sodium bicarbonate (50 ml), saturated sodium chloride aqueous solution after washing (50 ml), dried with anhydrous magnesium sulfate, after concentrating under reduced pressure, the residue by column chromatography separation (showering liquid: ethyl acetate: petroleum ether = 1:10) shall be 21.00 g 4 – (chloro methyl) – 2-phenyl-thiazole, decadent oil, yield: 69%.

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; SINOCHEM CORP, Shenyang Research Institute OfChemical Industry Co., Ltd .; YANG, HUIBIN; LI, BIN; SONG, YUQUAN; LIU, HONGYI; WANG, BIN; ZHANG, YU; FENG, CONG; TONG, YICHUN; CHU, YANFENG; CHEN, LIN; YU, HAIBO; (17 pag.)CN103833667; (2016); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 2227-79-4, These common heterocyclic compound, 2227-79-4, name is Benzothioamide, 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.

General procedure: To a stirred solution of aryl thioamide or amidine (1 mmol) in 5 mL distilled water was added alpha-tosyloxyketone (1 mmol) and the reaction mixture stirred at 60 C or 80 C till completion. Progress of the reaction was monitored by thin layer chromatography. After completion of the reaction, product was readily filtered and recrystallized from ethanol (3a-k, 3p-o and 4a-e). In some cases (3l-m and 4f-i) product was extracted with dichloromethane (25 mL), washed with brine (25 mL), the organic layers were combined, dried over anhydrous Na2SO4 and distilled off in vacuum. The residue so obtained was purified by column chromatography on silica gel (100-200 mesh) (EtOAc/Hexane) to give pure product.

Statistics shows that Benzothioamide is playing an increasingly important role. we look forward to future research findings about 2227-79-4.

Reference:
Article; Kumar, Dalip; Kumar, N. Maruthi; Patel, Gautam; Gupta, Sudeep; Varma, Rajender S.; Tetrahedron Letters; vol. 52; 16; (2011); p. 1983 – 1986;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

2227-79-4, name is Benzothioamide, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 2227-79-4

A mixture of benzenecarbothioamide (6.86 g) , 1,3- dichloroacetone (6.35 g) and toluene (50 mL) was heated under reflux for 3 hr. The reaction mixture was cooled, and water was added thereto. The mixture was extracted with ethyl acetate, and the extract was washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (9.77 g) . MS: [M+H]+ 210.1.

The synthetic route of 2227-79-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KAJITA, Yuichi; MIKAMI, Satoshi; MIYANOHANA, Yuhei; KOIKE, Tatsuki; DAINI, Masaki; OYABU, Norio; OGINO, Masaki; TAKEUCHI, Kohei; ITO, Yoshiteru; TOKUNAGA, Norihito; SUGIMOTO, Takahiro; MIYAZAKI,Tohru; ODA, Tsuneo; HOASHI, Yasutaka; HATTORI,Yasushi; IMAMURA, Keisuke; (413 pag.)WO2019/27058; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 2227-79-4, name is Benzothioamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 2227-79-4

1) 2.33 g of thiobenzamide was dissolved in 20 ml of dry methanol, and 2.16 g of 1,3-dichloroacetone was added thereto at room temperature and then heated under reflux for 1 hour. The solvent was distilled off under reduced pressure, and ice water was added to the remaining product, which was then neutralized with an aqueous solution of sodium hydrogen carbonate. The resulting product was extracted with ethyl acetate, washed with saturated saline, and dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residual product was purified through silica gel column chromatography to obtain 2.03 g of 4-chloromethyl-2-phenylthiazole was obtained from the fraction eluted with chloroform/n-hexane=1/2.

The synthetic route of 2227-79-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nissan Chemical Industries, Ltd.; US6063734; (2000); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 2227-79-4,Some common heterocyclic compound, 2227-79-4, name is Benzothioamide, molecular formula is C7H7NS, 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 solution of ethyl bromopyruvate (0.68g, 3.5 mmol) and thiobenzamide(0.40 g, 2.9 mmol) in ethanol (25 mL) was heated to reflux for 4 h. The solvent was removed under reduced pressure, and the residue was washed with water (30ml) and extracted with ethyl acetate (3 ¡Á 20 mL). The organic layer was driedover anhydrous Na2SO4 and concentrated. The residue waspurified by silica gel column chromatography using a mixture of petroleum ether/ethyl acetate (20:1, v/v) as eluent to afford the desired product (0.52g, 76%) as a white solid.1H NMR (300 MHz, DMSO-d6) delta:8.96 (s, 1H, ArH), 7.89 (d, J=8.01Hz, 2H, ArH), 7.31 (m, 3H, ArH), 4.39 (q, J=7.12 Hz, 2H, -OCH2), 1.34 (t, J=7.12 Hz, 3H,-CH3).

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

Reference:
Article; Li, Zheng; Qiu, Qianqian; Xu, Xue; Wang, Xuekun; Jiao, Lei; Su, Xin; Pan, Miaobo; Huang, Wenlong; Qian, Hai; European Journal of Medicinal Chemistry; vol. 113; (2016); p. 246 – 257;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics