Category: thiazole

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

General procedure: A mixture of 1-12 (0.27 g, 0.001 mol) and 2,6-dimethylisonicotinic acid (0.16 g, 0.001 mol) in DCM (10 mL) was treated with DIPEA (0.69 mL, 0.75 g/mL, 0.004 mol) and HBTU (0.38 g, 0.001 mol). Stirring was continued for 16 h. The RM was diluted with water (5 mL), acidified with 1 M HC1 until pH~3 and the layers were separated and the OL was washed with 1 M NaOH until pH~9, water, then dried over MgS04, filtered and concentrated in vacuo to give an oil (0.8 g). A purification was performed via Prep HPLC (stationary phase: RP XBridge Prep C18 OBD-IotaOmicronmuiotaeta, 50 xl50mm, mobile phase: 0.25% NH4HCO3 solution in water, MeOH) yielding two fractions. A purification was performed using Prep SFC (stationary phase: Chiralpak Diacel AD 20 x 250 mm, mobile phase: C02, EtOH with 0.4% iPrNH2) yielding 4 fractions of which two afforded compounds lb (64 mg, 18%) and la (70 mg, 19%)., 3622-35-3

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

Reference：
Patent; JANSSEN PHARMACEUTICA NV; VAN ROOSBROECK, Yves, Emiel, Maria; VAN DEN KEYBUS, Frans, Alfons, Maria; TRESADERN, Gary, John; BUIJNSTERS, Peter, Jacobus, Johannes, Antonius; VELTER, Adriana, Ingrid; JACOBY, Edgar; MACDONALD, Gregor, James; GIJSEN, Henricus, Jacobus, Maria; AHNAOU, Abdellah; DRINKENBURG, Wilhelmus, Helena, Ignatius, Maria; (216 pag.)WO2018/83098; (2018); A1;,
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119778-44-8, 4-Ethyl-2-methylthiazole-5-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,119778-44-8

EXAMPLE 5 (Compound No. 5) To a solution of imidazole (2.72 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-methyl-4-ethyl-5-thiazolecarboxylic acid (1.71 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-furyl)aminoacetonitrile (1.46 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 twice, 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 1.58 g of 2-(2 -methyl-4-ethylthiazole-5-carboxamido)-2-(2-furyl)acetonitrile as colorless crystals. m.p., 125-126 C. Yield, 57%.

The synthetic route of 119778-44-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Sumitomo Chemical Company Limited; US4918089; (1990); A;,
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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

3622-35-3, Step A. Benzothiazole-6-carbonyl chloride Under anhydrous conditions, a mixture of benzothiazole-6-carboxylic acid (1.0 g, 5.6 mmol) and oxalyl chloride (0.5 mL, 5.6 mmol) in dichloromethane (25 mL) containing a catalytic amount of N,N-dimethylformamide was stirred at ambient temperature for 3 hours. Removal of the solvent in vacuo provided a quantitative yield of the acid chloride as a light brown solid, which was used as such in the next step.

The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Wyeth; EP1149104; (2002); B1;,
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.81569-46-2,Methyl 2-bromo-5-ethylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

81569-46-2, 4-(5-ethyl-4-(methoxycarbonyl)-1,3-thiazol-2-yl)benzoic acid The desired product was prepared by substituting methyl 2-bromo-5-ethylthiazole-4-carboxylate (prepared according to the procedure described in J. Chem. Soc. Perkin I 1982, 159-164) for 6-bromoindole in Example 4A.

81569-46-2 Methyl 2-bromo-5-ethylthiazole-4-carboxylate 13015592, athiazole compound, is more and more widely used in various fields.

Reference：
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;; ; 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.; US2002/86887; (2002); A1;,
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58249-69-7,58249-69-7, 5,6-Dimethoxybenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

LDA (2.0M in THF, 0.6lmL, l.22mmol) was added dropwise to a mixture of 5,6- dimethoxybenzo[d]thiazole (200mg, l.02mmol) in THF (5.0mL) at -78C under N2. The reaction mixture was stirred at -78C for 1 hour. A mixture of succinic anhydride (l23mg, l.22mmol) in THF (2.0mL) was then added dropwise to the reaction mixture at -78C. The reaction mixture was warmed to RT and stirred for 2 hours. A solution of sat aq NH4Cl (l.OmL) and H20 (5.0mL) were then added to the reaction mixture. The reaction mixture was extracted with EtOAc (3x30mL). The organic layers were combined, washed with brine (20mL), dried over MgS04, filtered, and concentrated under reduced pressure. The residue was purified by reverse phase HPLC (eluting ACN in H20 with 0.1% TFA) to afford 4-(5,6-dimethoxybenzo[d] thiazol-2-yl)-4-oxobutanoic acid. LCMS (CI3HI4N05S) (ES, m/z): 296 [M+H]+. ‘ H NMR (400 MHz, DMSO-ri6) d 7.76 (s, 1H), 7.75 (s, 1H), 3.89 (s, 3H), 3.88 (s, 3H), 3.40-3.34 (m, 2H), 2.67- 2.63 (m, 2H).

The synthetic route of 58249-69-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK SHARP & DOHME CORP.; ALTMAN, Michael, D.; CASH, Brandon, D.; CUMMING, Jared, N.; DEMONG, Duane, E.; HAIDLE, Andrew, M.; JEWELL, James, P.; LARSEN, Matthew, A.; LU, Min; OTTE, Ryan, D.; TAOKA, Brandon, M.; TROTTER, Benjamin Wesley; TRUONG, Quang, T.; (97 pag.)WO2019/195063; (2019); 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.14779-17-0,2-Amino-5-methylbenzothiazole,as a common compound, the synthetic route is as follows.

3,3-difluoro-2-(phenylethynyl)-3H-indole II-1 (57.0 mg, was added sequentially to a 5 mL reaction flask.0.225 mmol), 5-methylbenzo[d]thiazol-2-amine III-2 (24.6 mg, 0.15 mmol), catalyst TBD (9.8 mg,0.075 mmol) and 1,1,2,2-tetrachloroethane (2.0 mL) were stirred at room temperature for 5 h. The TLC test material has basically been reacted and the reaction is stopped. The reaction solution is directly subjected to column chromatography.Eluent (ethyl acetate / dichloromethane = 1 / 20),Yellow solid product I-9 (47.5 mg) was obtained with a yield of 76%.

14779-17-0, 14779-17-0 2-Amino-5-methylbenzothiazole 26889, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Guangzhou University; Liu Yunlin; Lin Xiaotong; Mao Xiangyu; Chen Guoshu; (15 pag.)CN108586495; (2018); A;,
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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

To 25 mL of 10 M potassium hydroxide solution was added 5 g of 2-amino-6-bromo-benzothiazole,After adding 5 mL of ethylene glycol, the mixture was stirred at 125 C. for 2 h to obtain 2-amino-5-bromobenzenethiol, 15864-32-1

The synthetic route of 15864-32-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NEUBORON MEDTECH LTD.; LIU, YUAN HAO; CHEN, JUI FEN; HE, JING; (35 pag.)TW2017/22441; (2017); A;,
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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, Asolution of HCl (4 M) in dioxane was added to the protected amino compound and the mixture was stirred at rt under N2 atmosphere for 2-4 h. The solvent was removed under reduced pressure.

As the paragraph descriping shows that 96929-05-4 is playing an increasingly important role.

Reference：
Article; Pena, Stella; Scarone, Laura; Manta, Eduardo; Serra, Gloria; Tetrahedron Letters; vol. 54; 22; (2013); p. 2806 – 2808;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.127426-30-6,2,5-Dichlorothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

127426-30-6, EXAMPLE A10 STR47 A stirred mixture of 143.5 g (0.725 mol) of 2,5-dichlorothiazole-4-carboxylic acid and 700 ml of thionyl chloride is slowly heated. Vigorous evolution of gas starts already at about 40 C. The mixture is brought to reflux temperature in the course of half an hour and maintained at this temperature until evolution of gas has ceased (about 2 hours): end temperature about 80 C. After the excess thionyl chloride has been stripped off in a water pump vacuum, 144.6 g (92.2 % of theory) of crystalline 4-chlorocarbonyl-2,5-dichlorothiazole remain, large, colorless crystals of melting point 58-59 C. from petroleum ether. STR48

The synthetic route of 127426-30-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Bayer Aktiengesellschaft; US5071865; (1991); A;,
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15448-99-4, 2-Methylbenzo[d]isothiazol-3(2H)-one 1,1-dioxide is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

B. 4-hydroxy-2-methyl-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide (Y=NHC5 H4 N) (Piroxicam) To a solution of 590 mg. (3 mmole) of N-methylsaccharin and 1.02 g. (6 mmole) of N-(2-pyridyl)chloroacetamide in 3 ml. of dimethylformamide at 40 C. was added 250 mg. (10.3 mmole) of 99% sodium hydride portionwise over a period of one hour. The reaction mixture was allowed to stir at 40 C. for 2.5 hours and was then added to 100 ml. of 5% hydrochloric acid solution and 300 ml. of ice. The precipitate was filtered and dried to give 24 mg. The filtrate was extracted with methylene chloride (6*50 ml.) and the extracts are combined, washed with water and a brine solution and dried over magnesium sulfate. Removal of the solvent gave 400 mg. of crude product. The product was identified by thin-layer chromatography and high-pressure liquid chromatography., 15448-99-4

The synthetic route of 15448-99-4 has been constantly updated, and we look forward to future research findings.

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