Category: thiazole

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
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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;,
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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;,
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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
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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

96929-05-4, Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

96929-05-4, a 2-(N-t-butoxycarbonylamino)methylthiazol-4-carboxylic acid A 20 ml portion of a 2N aqueous sodium hydroxide solution was added to 100 ml of an ethanol solution containing 5.727 g of ethyl 2-(N-t-butoxycarbonylamino)methylthiazol-4-carboxylate, and the mixture was then stirred at room temperature for 45 minutes. After adjustment to pH 5 with 2N hydrochloric acid, the solvent was evaporated under reduced pressure. Further, the solution was dissolved in 300 ml of ethanol under heating, and after the removal of a salt by filtration, the solvent was evaporated under reduced pressure to obtain 4.228 g of 2-(N-t-butoxycarbonylamino)methylthiazol-4-carboxylic acid as a milky white solid. NMR (DMSO-d6) delta: 1.41 (9H, s), 4.39 (2H, d, J=6.0 Hz), 7.86 (1H, br.t, J=6.0 Hz), 8.34 (1H, s), 13.0 (1H, br.s) MS (EI): 258 (M+)

96929-05-4 Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate 9925901, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Meiji Seika Kabushiki Kaisha; US5990101; (1999); A;,
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Thiazole | chemical compound | Britannica

3622-38-6, 2-Chloro-5-nitrobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: GP4-1: A mixture of substituted2-chlorobenzothiazole (1.0eq), N-Bocpiperazine (1.05 eq) and Na2CO3 (1.2 eq) inDMF (10 volume) was heated up at 100 0C for hours, the process ofwhich was monitored by TLC. The mixture was diluted by EA and added by water.After extraction by EA (2 times), the collected organic layers were washed by10percent citric acid, and then brine, dried over Na2SO4 andconcentrated to give crude product, which could be used directly withoutfurther purification.GP4-2: N-Bocprotected amine in DCM (5 volume) was added by TFA (2.5 volume). The mixturewas stirred at rt for four hours and monitored by TLC. After consumption ofstarting material, volatile solvent was removed under reduced pressure and theresidue was neutralized by saturated Na2CO3 solution toobtain the slurry, which was extracted by 10percent methanol in DCM (3 times). Theorganic layers were collected, dried and concentrated to give the desired freeamine, for direct use for next step.GP4-3: Free amine (1.0 eq) suspendedin DCM (10 volume) was added by aldehyde (1.1 eq) under N2atmosphere. The mixture was stirred at rt 15 min. Then trimethylsilylazide?(TMSN3, 1.1 eq) was added, and stirring was kept foranother 15 min, followed by addition of isonitrile (1.0 eq). The mixture wasstirred at for 12 h. After removal of solvent, the residue was purified bypreparative TLC (DCM/MeOH as eluent) to give the product, which could bere-purified by trituration with ether., 3622-38-6

As the paragraph descriping shows that 3622-38-6 is playing an increasingly important role.

Reference：
Article; Lv, Fengping; Li, Zhi-Fang; Hu, Wenhao; Wu, Xiaohua; Bioorganic and Medicinal Chemistry; vol. 23; 24; (2015); p. 7661 – 7670;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 36:; EPO To a reaction mixture of amino ethyl ester 31a (0.31 g, 1.24 mmol) and aryl carboxylic acid (0.22 g, 1.24 mmol) in DMF (4 mL), EDC (0.36 g, 1.9 mmol), DMAP (25.0 mg, 0.28 mmol) and triethyl amine (345 mul_, 3.72 mmol) were added. The reaction mixture was stirred for 16 hours at room temperature. Crude product was purified by prep-HPLC without work up (10_50_60min, 0.1% TFA in water and acetonitrile) giving 0.30 g (59%) of oil 36. 1H NMR (DMSOd6): delta 1.06 (t, 3H, J=7.06 Hz), 3.54 (s, 2H), 4.08 (dd, 3H, J=6.97, 1.13 Hz), 7.32 (dd, 1 H, J=9.04, 6.78 Hz), 7.65 (dd, 1 H, J=4.14, 0.94 Hz), 7.77 (m, 1 H, J=8.48, 7.16, 4.90, 4.90, 4.90 Hz), 7.94 (d, 1 H, J=8.48 Hz), 8.17 (d, 1 H, J=8.48 Hz), 8.63 (d, 1 H, J=1.70 Hz), 9.30 (d, 1 H, J=8.29 Hz), 9.55 (s, 1 H). LCMS 413 (M+H).

3622-35-3, As the paragraph descriping shows that 3622-35-3 is playing an increasingly important role.

Reference：
Patent; PFIZER, INC.; WO2006/40646; (2006); A1;,
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Thiazole | chemical compound | Britannica

30132-15-1, 2-(2-Aminobenzo[d]thiazol-6-yl)acetic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 8; 3-(2-Fluorophenyl)-4-(2-(isopropylamino)benzo[d]thiazol-6-yl)-lH-pyrazol-5-oI; 1. Methyl 2-(2-aminobenzo[d]thiazol-6-yl)acetate[00175] A mixture of 2-(2-aminobenzo[d]thiazol-6-yl)acetic acid (95%, 10.0 g, 45.6 mmol), methanol (50 mL), 4 N HCl/l,4-dioxane (12.0 mL, 48.0 mmol) in 1,4- dioxane (30 mL) was heated at 750C for 9 hr and then concentrated under vacuum. The residue was suspended into water (50 mL) and basified to pH 9 with IN NaOH solution. The title compound (8.19 g, 81% yield) was collected as a pale solid by suction filtration and dried under vacuum at 5O0C.

30132-15-1, The synthetic route of 30132-15-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/16392; (2007); A2;,
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.209459-11-0,Methyl 2-aminobenzo[d]thiazole-7-carboxylate,as a common compound, the synthetic route is as follows.

Isoamyl nitrite (22.0 mmol) is added to a solution of 2-amino-benzothiazole-7-carboxylic acid methyl ester (10.1 mmol) in THF (29 mL). The mixture is heated to reflux for 4h, the solvents are removed in vacuo and the residue is purified by flash chromatography (gradient: heptane to EtOAc/heptane 4/6) to give the desired product. LC-MS: tR = 0.85 min; [M+H]+ = 194.0., 209459-11-0

As the paragraph descriping shows that 209459-11-0 is playing an increasingly important role.

Reference：
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/81399; (2008); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica