Heterocyclic Building Blocks-Thiazole

99073-88-8,99073-88-8, Ethyl 2-bromo-6-benzothiazolecarboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3 6-Ethoxycarbonyl-2-mercaptobenzothiazole The crude 2-bromo-6-ethoxycarbonylbenzothiazole (1.90 g, 6.64 mmol) from Step 2 was suspended in absolute ethanol (35 mL) and treated with potassium hydrogen sulfide (0.96 g, 13.3 mmol). The mixture was placed under a nitrogen atmosphere, stirred, and heated in an oil bath at 80 C. The benzothiazole starting material gradually went into solution. After heating for 30 minutes,the mixture was cooled in an ice bath, treated with IN hydrochloric acid (13.5 mL), and evaporated under vacuum. The residue was partitioned between ethyl acetate (100 mL) and water (100 mL) and the aqueous phase extracted with more ethyl acetate (50 mL). The combined ethyl acetate solution was washed with brine (50 mL), dried over sodium sulfate, filtered and evaporated under vacuum to a yellow-tan solid (1.56 g). This material was triturated with diethyl ether and dried under vacuum to provide 6-ethoxycarbonyl-2-mercaptobenzothiazole (1.14 g) as a pale tan powder. 1 H NMR (DMSO-d6, 500 MHz) delta1.31 (t, CH3), 3.33 (br s, SH), 4.30(q, CH2), 7.35 (d, H-4), 7.94 (d, H-5), and 8.29 (s, H-7). 13 C NMR (DMSO-d6, 125.7 MHz) delta14.1, 60.9, 112.1,123.2, 125.5, 128.4, 129.7, 144.6, 165.0, and 191.8.

The synthetic route of 99073-88-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Merck & Co., Inc.; US5498777; (1996); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.31785-05-4,Ethyl 5-amino-2-methylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

B) 5-Amino-2-methyl-thiazole-4-carboxylic acid ethyl ester (0.200 g, 1.07 mmol) was dissolved in 10 mL dry DMF. Potassium carbonate (0.45 g, 3.26 mmol) and cyclopropyl methylbromide (0.166 g, 1.23 mmol) were added and the reaction mixture was stirred at 80 C. overnight. The reaction mixture was diluted with 100 mL water and extracted three times with ethyl acetate (50 mL each). The organic phases were pooled, dried with sodium sulfate and evaporated. The crude product was flash-chromatographed on silica gel with heptane/ethyl acetate 100:0?0:100 gradient to yield 5-(cyclopropylmethoxycarbonyl-(cyclopropylmethyl)-amino)-2-methyl-thiazole-4-carboxylic acid ethyl ester (140 mg, 39%)., 31785-05-4

31785-05-4 Ethyl 5-amino-2-methylthiazole-4-carboxylate 13329095, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Buettelmann, Bernd; Ceccarelli, Simona Maria; Jaeschke, Georg; Kolczewski, Sabine; Porter, Richard Hugh Philip; Vieira, Eric; US2006/160857; (2006); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

40283-41-8, 2-Aminothiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,40283-41-8

[00324] To a solution of N1-(2-chloro-6-phenylpyrimidin-4-yl)cyclohexane-1,3-diamine (63 mg, 0.21 mmol) in a mixed solvent of tetrahydrofuran (4 mL) and dimethyl sulfoxide (1 mL) was added N,N-diisopropylethylamine (0.08 mL, 0.62 mmol) and 2-aminothiazole-4-carboxylic acid (59 mg, 0.42 mmol). The mixture was stirred at rt overnight. To the reaction mixture was added water (10 mL), and the resulting mixture was extracted with ethyl acetate (10 mL x 3).The combined organic layers were washed with saturated brine (10 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to give the title compound as a white solid (89 mg, 100%).MS (ESI, pos. ion) m/z: 429.2[M+H]1H NMR (400 MHz, CD3OD) (ppm): 7.92 (s, 2H), 7.49 (s, 3H), 7.26 (s, 1H), 6.77 (s, 1H), 4.59 (s, 1H), 2.68 (s, 1H), 2.32 (d, J 11.1 Hz, 1H), 2.11- 1.90 (m, 4H), 1.59 (d, J 13.1 Hz, 1H).

As the paragraph descriping shows that 40283-41-8 is playing an increasingly important role.

Reference：
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.15448-99-4,2-Methylbenzo[d]isothiazol-3(2H)-one 1,1-dioxide,as a common compound, the synthetic route is as follows.

EXAMPLE 10 Employing the procedure of Example 9, and starting with N-methylsaccharin and the indicated N-(2-pyridyl)haloacetamide, hydride, temperature and solvent, 4-hydroxy-2-methyl-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide (Piroxicam) is prepared:

15448-99-4, 15448-99-4 2-Methylbenzo[d]isothiazol-3(2H)-one 1,1-dioxide 27290, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Pfizer Inc.; US4376204; (1983); A;; ; Patent; Pfizer Inc.; US4483982; (1984); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

15864-32-1, 2-Amino-6-bromobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Acetic anhydride (4.95 ml_, 52.4 mmol) was added to a solution of 2-amino-6- bromobenzothiazole (3.00 g, 13.2 mmol) in anhydrous pyridine (30 ml) at 00C. The resulting mixture was stirred at RT for 48 hours. The reaction mixture was poured into water (300 ml_) and stirred for 30 minutes. Then the precipitate was washed with water (5x) and dried under reduced pressure to give the title compound as a white powder (3.44 g, 97%). HPLC, Rt: 3.3 min (purity: 99.1 %). UPLC/MS, M+(ESI): 270.1 and 272.1 , M-(ESI): 269.1 and 271.1.

15864-32-1, As the paragraph descriping shows that 15864-32-1 is playing an increasingly important role.

Reference：
Patent; MERCK SERONO S.A.; WO2009/133127; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3034-53-5,2-Bromothiazole,as a common compound, the synthetic route is as follows.

Step 1 thiazol-2-ylmethanol To a solution of n-BuLi (8.4 ml , 1.6 mol/1 , 13.4 mmol) in THF (30 mL) was added 2- bromothiazole (377 mg, 2.12 mmol) dropwise under nitrogen atmosphere at -70 °C, and the mixture was stirred at the temperature for 1 h. Then DMF (1.4 ml, 18.3 mmol) was added into the solution dropwise under nitrogen atmosphere at -70 °C. The resulting mixture was stirred at the temperature for 1 h. Then the mixture was quenched with aqueous saturated ammonium chloride, diluted with ethyl acetate and water, and the phases were separated. The organic phase was washed with brine, dried over sodium sulfate, filtered and concentrated to give yellow oil. The yellow oil was dissolved in methanol (15 ml) , cooled to -60 °C, ans sodium borohydride (463 mg , 12.2 mmol) was added portionwise under nitrogen atmosphere. The mixture was stirred at the temperature for 1 h. The reaction was quenched with acetone and concentrated. The residue was diluted with ethyl acetate and water, and the phases were separated. The organic layer was dried over sodium sulfate, filtered and concentrated, then purified by silica gel chromatography eluting with petroleum/ ethyl acetate= 3: 1 to give thiazol-2-ylmethanol (230 mg, 16.4 percent yield) as brown oil . LCMS MH+ 1 16.

3034-53-5, As the paragraph descriping shows that 3034-53-5 is playing an increasingly important role.

Reference：
Patent; HYDRA BIOSCIENCES, INC.; CHENARD, Bertrand; GALLASCHUN, Randall; WO2014/143799; (2014); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

103878-58-6, 5-Bromothiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

150 mg (0.43 mmol) of 5-bromo-thiazole-4-carboxylic acid and 81.4 mg (0.87 mmol) of pyridin-3-yl-amine were dissolved in 6 ml dimethyl formamide. 0.09 mL (0.65 mmol) of triethyl amine followed by 225 mg (0.43 mmol) of 1H-benzotriazol-1-yloxytri-pyrrolidinophosphonium hexafluorophosphate (PyBOP) were added and the reaction mixture was stirred at room temperature for 16 h. Brine was added and the reaction mixture was extracted two times with dichloromethane. The combined organic layers were dried over sodium sulfate, filtered and the solvent was removed under reduced pressure. The obtained residue was purified by flash column chromatography (silica, gradient elution cyclohexane?ethyl acetate?methanol) to give 90 mg (66%, 90% purity) of the title compound

103878-58-6, As the paragraph descriping shows that 103878-58-6 is playing an increasingly important role.

Reference：
Patent; BASF SE; Le Vezouet, Ronan; Soergel, Sebastian; Defieber, Christian; Gross, Steffen; Koerber, Karsten; Culbertson, Deborah L.; Anspaugh, Douglas D.; US9125414; (2015); B2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.96929-05-4,Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate,as a common compound, the synthetic route is as follows.,96929-05-4

a. Tert-butyl N-[[4-(hydroxymethyl)thiazol-2-yl]methyl]carbamate To a stirred solution of ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate (1 g, 3.49 mmol) in THF (20 mL) was added LiAlH4 (7.0 mL, 6.98 mmol, 1M in THF) drop wise under nitrogen at 0 C and the reaction mixture was allowed stir at room temperature for 4 h. The reaction mixture was cooled to 0 C and quenched with EtOAc (30 mL) followed by saturated aqueous sodium sulphate solution. Then stirred at same temperature for 30 min., filtered and filtrate was evaporated. The crude was chromatographed on silica eluting with 40% EtOAc in petroleum ether affording a yellow solid (510 mg, 59%). M/z 245.1 (M+H)+.

The synthetic route of 96929-05-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Antabio SAS; The designation of the inventor has not yet been filed; (149 pag.)EP3628672; (2020); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

3622-35-3, Benzo[d]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Production Example 1Zero point one eight (0.18) g of benzothiazole-6-carboxylic acid, 0.19 g of 2-fluoro-3-methoxybenzylamine hydrochloride, 0.23 g of WSC and3 ml of pyridine were mixed and stirred at room temperature for2 hours. To the reactionmixture was added water, and the mixture was extracted with ethyl acetate. The resultant organic layer was washed sequentially with water and saturated saline, then, dried over anhydrous sodium sulfate, and concentrated under reduced pressure . The resultant residue was washed with hexane, and 0.23 g ofN- (2-fluoro-3-methoxyphenyl)methyl-benzothiazole-6-carboxam ide (hereinafter, referred to as the compound of the present invention (I)) was obtained.The compound of the present invention (1) 1H-NMR (CDCl3) delta: 3.90 (3H, s) , 4.75 (2H, d, J = 4.9 Hz), 6.58(IH, br s), 6.92-7.09 (3H, m) , 7.88 (IH, dd, J = 8.5, 1.7 Hz), 8.16 (IH, d, J = 8.5 Hz), 8.48 (IH, d, J = 1.5 Hz), 9.11 (IH, s) ., 3622-35-3

3622-35-3 Benzo[d]thiazole-6-carboxylic acid 601670, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/157527; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

15864-32-1, 2-Amino-6-bromobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Wherein, 6-bromo-2-(4-nitrophenyl)benzothiazole can be prepared by steps of: 5 g of 6-bromo-2-amino-benzothiazole was added to 25 mL of a solution of potassium hydroxide at a concentration of 10 M, and then 5 mL of ethylene glycol was added to form a mixed solution which was stirred at 125 C. for 2 h to obtain 2-amino-bromophenyl mercaptan; 1H NMR: 400 MHz DMSO delta 7.21-7.26 (m, 1H), 6.99 (s, 1H), 6.81-6.72 (m, 1H), 6.39 (s, 1H), 5.72 (s, 2H)., 15864-32-1

15864-32-1 2-Amino-6-bromobenzothiazole 85149, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Neuboron Medtech Ltd.; LIU, Yuan-Hao; (14 pag.)US2018/298037; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica