Category: thiazole

3829-80-9, Methyl 2-amino-4-methylthiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

PREPARATION 9 To a mixture of methyl 2-amino-4-methylthiazole-5-carboxylate (3.72 g) and pyridine (25 ml) was added mesyl chloride (1.6 ml) over the period of 5 minutes under cooling with stirring, and the mixture was stirred for 1 hour at ambient temperature and for 3 hours for 40 C. After the reaction mixture was concentrated, ethyl acetate (50 ml) and tetrahydrofuran (20 ml) were added to the residue and the mixture was adjusted to pH 3 with diluted hydrochloric acid. The separated organic layer was washed with brine, dried over magnesium sulfate and concentrated. The residue was pulverised with diethyl ether to give methyl 2-mesylamino-4-methylthiazole-5-carboxylate (3.5 g). mp: 216-218 C. IR (Nujol): 3150, 3100, 1705, 1610, 1515, 1500 cm-1 NMR (DMSO-d6, delta): 2.46 (3H, s), 2.98 (3H, s), 3.80 (3H, s), 3829-80-9

3829-80-9 Methyl 2-amino-4-methylthiazole-5-carboxylate 713653, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Fujisawa Pharmaceutical Co., Ltd.; US4988698; (1991); A;,
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78364-55-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78364-55-3,6-Fluoro-2-hydrazinylbenzo[d]thiazole,as a common compound, the synthetic route is as follows.

General procedure: 1-(6-Fluorobenzothiazol-2-yl)-3-methyl-4-(2-(substituted phenyl)hydrazono)pyrazol-5(4H)-ones 4a-e. General Procedure B. A solution of 6-fluoro-2-hydrazinobenzothiazole (2) (0.549 g, 0.003 mol) in glacial acetic acid (10 mL) was added to a solution of the appropriate ethyl 3-oxo-2-(2-(substituted phenyl)hydrazono)butanoate 3a-e (0.003 mol) in glacial acetic acid (10 mL). The mixture was heated at reflux temperature for 10-16 h, then cooled and allowed to stand overnight. The precipitated solid was collected by filtration, washed with water, dried and crystallized from ethanol to give compounds 4a-e.

78364-55-3 6-Fluoro-2-hydrazinylbenzo[d]thiazole 2049844, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Gabr, Moustafa T.; El-Gohary, Nadia S.; El-Bendary, Eman R.; El-Kerdawy, Mohamed M.; Ni, Nanting; Shaaban, Mona I.; Chinese Chemical Letters; vol. 26; 12; (2015); p. 1522 – 1528;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.63837-11-6,5-Bromo-2-methylbenzothiazole,as a common compound, the synthetic route is as follows.

63837-11-6, EXAMPLE 56A 5-bromo-2-ethyl-1,3-benzothiazole A 0 C. solution of diisopropylamine (340 muL, 2.41 mmol) in THF (3 mL) was treated with 2.5M n-butyllithium in hexanes (0.88 mL), stirred for 20 minutes, added to a -78 C. solution of 5-bromo-2-methyl-1,3-benzothiazole (250 mg, 1.10 mmol) in THF (3 mL), stirred for 30 minutes, treated with iodomethane (340 muL, 5.50 mmol), and stirred for 1 hour. The mixture was diluted with ethyl acetate (50 mL), washed sequentially with 1M HCl (5 mL), water (5 mL), and brine (5 mL), dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 30% hexanes/dichloromethane to provide the desired product. MS (DCI) m/e 242 (M+H)+.

63837-11-6 5-Bromo-2-methylbenzothiazole 3017457, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Augeri, David J.; Baumeister, Steven A.; Bruncko, Milan; Dickman, Daniel A.; Ding, Hong; Dinges, Jurgen; Fesik, Stephen W.; Hajduk, Philip J.; Kunzer, Aaron R.; McClellan, William; Nettesheim, David G.; Oost, Thorsten; Petros, Andrew M.; Rosenberg, Saul H.; Shen, Wang; Thomas, Sheela A.; Wang, Xilu; Wendt, Michael D.; US2002/55631; (2002); A1;,
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32137-76-1, Ethyl 1,3-benzothiazole-2-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 6Synthesis of benzothiazole-2-carboxamide (8)Benzothiazole-2-carboxamide was synthesized from ethyl benzothiazole-2-carboxylate according to the following reaction scheme. In particular, commercially available ethyl benzothiazole-2-carboxylate 6 (2.4 mmol, 0.5 g) was dissolved in 34 mL MeOH and purged with NH3 gas. Conversion to the product was monitored by TLC (3 Hexane: 2 EtOAc). Following complete conversion to the product 8 (30 min), the solvent was removed in vacuo. Agilent HPLC displayed 100% conversion to the desired product 8 with a single peak at 8.0 min. The solid white compound was used in the subsequent step without purification. ESI-MS: m/z calcd for C8H6N2OS 179.02 (M+H)+, 179.88 found (100%) (see LC/MS spectra of FIG. 17A and NMR spectra of FIG. 17B)., 32137-76-1

32137-76-1 Ethyl 1,3-benzothiazole-2-carboxylate 640708, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; GRYSHUK, Amy L.; Perkins, Julie; LaTour, John V.; US2011/224442; (2011); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.913836-22-3,Methyl 5-bromothiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

913836-22-3, Process 24 In a microwave vessel, methyl 5-bromothiazole-4-carboxylate (1.0 eq, 97 mg, 0.44 mmol), 2-amino-3-methoxycarbonyl phenyl boronic acid HCl (1.1 eq, 111 mg, 0.48 mmol), sodium acetate (3.0 eq, 107 mg, 1.31 mmol) and PdCl2(dppf) (0.05 eq, 11 mg, 0.022 mmol) were mixed together in anhydrous DMF (1 ml). The mixture was heated in a microwave oven at 120 C. for 10 nm. Water was added and the material extracted with CH2Cl2. The combined extracts were washed with brine, dried over Na2SO4 and the solvents removed by evaporation. The material was dissolved in a mixture of CH2Cl2 and MeOH and the solution filtered through a pad of celite. Evaporation of the volatiles afforded crude methyl 4-oxo-4,5-dihydrothiazolo[4,5-c]quinoline-7-carboxylate as a black solid (44 mg, 39% yield). A small part of the compound was subjected to preparative HPLC for analytical purpose. LCMS (ES): 95% pure, m/z 261 [M+1]+.

The synthetic route of 913836-22-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Cylene Pharmaceuticals, Inc.; US2009/93465; (2009); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.76874-79-8,2-Amino-4-chlorothiazole-5-carbaldehyde,as a common compound, the synthetic route is as follows.

76874-79-8, [0184] Into a 1,4-dioxane solution (250 ml) containing 2-amino-4-chlorothiazol-5-carbaldehyde (10.83 g) was added 4-(dimethylamino)pyridine (1 g). Then, a 1,4-dioxane solution (100 ml) containing di-tert-butyl dicarbonate (29 g) was gradually added dropwise under heating at 60[deg.] C., and then the whole was continued to stir for about 30 minutes. After the reaction solution was cooled upon standing, the solvent was evaporated under reduced pressure and an appropriate amount of 5% potassium hydrogen sulfate aqueous solution was poured to the thus obtained residue, followed by extraction with ethyl acetate. After the organic layer was washed with water and dried over anhydrous magnesium sulfate, the crude product formed by solvent evaporation was purified by silica gel column chromatography to obtain tert-butyl (4-chloro-5-formylthiazol-2-yl)-carbamate (10.73 g) as pale brown crystals from the fractions eluted with ethyl acetate-toluene (2:3 (v/v)).

As the paragraph descriping shows that 76874-79-8 is playing an increasingly important role.

Reference£º
Patent; Hirano, Masaaki; Kawaminami, Eiji; Toyoshima, Akira; Moritomo, Hiroyuki; Seki, Norio; Wakayama, Ryutaro; Okada, Minoru; Kusayama, Toshiyuki; US2003/191164; (2003); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.349-49-5,4-(Trifluoromethyl)thiazol-2-amine,as a common compound, the synthetic route is as follows.

To a solution of 5-(1-methylsulfanyl-ethyl)2-trifluoromethylpyridine (0.5 g, 2.25 mmol) and 2-amino-4-trifluoromethyl thiazole (0.42 g, 2.48 mmol) in dichloromethane (8 ml) cooled to -25¡ã C. was slowly added N-chlorosuccinamide (0.33 g, 2.48 mmol) while maintaining the internal temperature of the reaction between -22¡ã C. and -28¡ã C. The reaction was slowly warmed to room temperature and stirred an additional hour. The reaction mixture was washed with water and the dichloromethane layer was dried (MgSO4), filtered and concentrated to dryness. The crude product was purified by chromatography on silica gel (eluent: 50percent EtOAc/hexanes, 100percent EtOAc) to give 3-[1-ethyl(N-(2-(4-trifluromethyl)thiazole)-sulfinyl)(methyl)]-6-trifluoromethylpyridine (G) as a yellow solid (0.81 g, 93percent ); M+H=288.1., 349-49-5

The synthetic route of 349-49-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Dow AgroSciences LLC; US2009/29863; (2009); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.53137-27-2,2,4-Dimethylthiazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

53137-27-2, EXAMPLE 3 (Compound No. 3) To a solution of imidazole (2.27 g; 40 mmol) in dry tetrahydrofuran (60 ml) was added dropwise thionyl chloride (1.20 g; 10 mmol) under ice-cooling while stirring. After the resultant mixture was turned to room temperature, 2,4-dimethyl-5-thiazolecarboxylic acid (1.57 g; 10 mmol) was added thereto at once, and stirring was continued for 30 minutes. To the mixture was added dropwise a solution of 2-(2-thienyl)aminoacetonitrile (1.65 g; 12 mmol) in dry tetrahydrofuran under ice-cooling, and the resultant mixture was stirred at room temperature for 1 hour. After completion of the reaction, tetrahydrofuran was removed under reduced pressure to separate the residue. Water was added to the residue, which was extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give crude oil. The oil was purified by silica-gel column chromatography (eluent:n-hexane:ethyl acetate=2:1 volume) to give crude crystals. Recrystallization from n-hexane/ethyl acetate gave 1.80 g of 2-(2,4-dimethylthiazole-5-carboxamido)-2-(2-thienyl)acetonitrile as colorless crystals. m.p., 127.5-128.5 C. Yield, 65%.

As the paragraph descriping shows that 53137-27-2 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company Limited; US4918089; (1990); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.262444-15-5,(4-Bromothiazol-5-yl)methanol,as a common compound, the synthetic route is as follows.

To a pale yellow solution of (4-bromothiazol-5-yl)methanol (870 mg) in DCM (25 mL) was added DMP (2.16 g) at RT. The resulting yellow suspension was stirred at RT under argon for 18 h. EA and aq. sat. NaHCO3 were added to the reaction mixture and stirred for 5 min. Water was added and the mixture was extracted with DCM three times. The combined org. layers were dried over MgSO4, filtrated off and evaporated in vacuo. CC (Biotage, SNAP 50 g cartridge, solvent A: Hept; solvent B: EA; gradient in % B: 10 for 5CV, 10 to 30 over 2CV, 30 for 3CV) afforded 708 mg of yellow solid. 1H-NMR (CDCl3): 10.0 (s, 1H); 9.04 (s, 1H), 262444-15-5

The synthetic route of 262444-15-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Caroff, Eva; Keller, Marcel; Kimmerlin, Thierry; Meyer, Emmanuel; US2014/371204; (2014); A1;,
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90533-23-6,90533-23-6, 4-(3-Chlorophenyl)thiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Iodine(18.80 g, 74.1 mmol) was added to 1-(2,5-dichlorophenyl)ethanone (10.67 ml,74.1 mmol) and thiourea (11.27 g, 148.0mmol). Thereaction mixture was stirred and heatedto 100 C overnight. After cooling to room temperature, the reaction mixture was triturated with diethylether (about 50 mL) to remove any unreacted iodine and1-(2,5-dichlorophenyl)ethanone. Thesolid residue was put in cold distilled water (100 mL) and treated withammonium solution to pH 9-10. The precipitated thiazole was collected togive 4-(2,5-dichlorophenyl)-1,3-thiazol-2-amine (11.2 g, 62%yield) as a yellow solid. MS(ES+) m/z 245.0, 247.0 (MH+).A solution of[4-(ethylsulfonyl)phenyl]acetic acid (0.239 g, 1.1 mmol), 4-(2,5-dichlorophenyl)-1,3-thiazol-2-amine(0.245 g, 1.0 mmol), EDC (0.230 g, 1.2 mmol) and HOBt (0.184 g, 1.2 mmol) in dichloromethane(DCM) (10 mL) was stirred at room temperature overnight. The mixture was pouredinto water, and extracted with DCM. The organic phase was washed with water andbrine, dried over anhydrous sodium sulfate, filtered and concentrated under reducedpressure to give the crude product. The crude was purified by mass directedautopreparation (MDAP) to afford N-[4-(2,5-dichlorophenyl)-1,3-thiazol-2-yl]-2-[4-(ethylsulfonyl)phenyl]acetamide(6a) (177 mg, 37% yield) as a white solid.

90533-23-6 4-(3-Chlorophenyl)thiazol-2-amine 675261, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Wang, Yonghui; Cai, Wei; Zhang, Guifeng; Yang, Ting; Liu, Qian; Cheng, Yaobang; Zhou, Ling; Ma, Yingli; Cheng, Ziqiang; Lu, Sijie; Zhao, Yong-Gang; Zhang, Wei; Xiang, Zhijun; Wang, Shuai; Yang, Liuqing; Wu, Qianqian; Orband-Miller, Lisa A.; Xu, Yan; Zhang, Jing; Gao, Ruina; Huxdorf, Melanie; Xiang, Jia-Ning; Zhong, Zhong; Elliott, John D.; Leung, Stewart; Lin, Xichen; Bioorganic and Medicinal Chemistry; vol. 22; 2; (2014); p. 692 – 702;,
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