Heterocyclic Building Blocks-Thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.615-21-4,2-Hydrazinylbenzo[d]thiazole,as a common compound, the synthetic route is as follows.

615-21-4, 20.0 g (0.12 mol) of 2-hydrazinobenzothiazole and 200 ml of N, N-dimethylformamide (DMF) were placed in a four-neck reactor equipped with a thermometer in a nitrogen stream to obtain a uniform solution . To this solution, 83.6 g (0.61 mol) of potassium carbonate and 30.8 g (0.15 mol) of 1-iodohexane were added and the whole of the mixture was stirred at 50 C. for 7 hours. After completion of the reaction, the reaction solution was cooled to 20 C., then the reaction solution was poured into 1000 ml of water and extracted with 800 ml of ethyl acetate. The ethyl acetate layer was dried over anhydrous sodium sulfate and sodium sulfate was filtered off. Ethyl acetate was distilled off from the filtrate under reduced pressure on a rotary evaporator to obtain a yellow solid. This yellow solid was purified by silica gel column chromatography (n-hexane: ethyl acetate = 75: 25) to obtain 21.0 g of compound (IIa) as a white solid (yield: 69.6%).

As the paragraph descriping shows that 615-21-4 is playing an increasingly important role.

Reference£º
Patent; ZEON CORPORATION; SAKAMOTO, KEI; OKUYAMA, KUMI; (21 pag.)JP2016/190828; (2016); 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.5398-36-7,Ethyl 2-aminothiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

The free based 2-amino-thiazole-4-carboxylic acid ethyl ester (306 mg, 1.78 mmol) and CuCl (238 mg, 2.4 mmol) were suspended in conc. HC1 (8 ml) and the mixture cooled on a salt/ice bath. A pre-cooled solution of NaNO2 (166 mg, 2.4 mmol) in water (2ml) was added over a period of 10 min. The mixture was allowed to warm to room temperature over 1 h and was stirred for a further 1 h. Water was added and the aqueous layer extracted with EtOAc (3 x 10 ml). The combined EtOAc layers were washed with brine, dried (Na2SO4), filtered and the solvent removed in vacuo to give the title compound. Yield: 251 mg, 74% ; LC/MS tr 1.06 min; MS (ES+) m/z 192,194 (M+H) ; 1H NMR (250 MHz, CDC13) 5 1.41 (t, 3H), 4.43 (q, 2H), 8.08 (s, 1H)., 5398-36-7

5398-36-7 Ethyl 2-aminothiazole-4-carboxylate 73216, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; PHARMAGENE LABORATORIES LIMITED; WO2005/80367; (2005); A1;,
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Thiazole | chemical compound | Britannica

2933-29-1, 2-Amino-4,5,6,7-tetrahydrobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

46.3 mg (0.3 mmol) of 4,5,6,7-tetrahydrobenzo [d] thiazol-2-amine and 60 mg (0.3 mmol) of 2-bromoacetophenone were dissolved in 3 ml of ethanol and stirred in a microwave reactor at 150 C for 20 minutes. The residue was concentrated under reduced pressure and subjected to column chromatography (EtOAc: Hex = 1: 4) to obtain Compound 2f (23.6 mg, 31%).

2933-29-1, As the paragraph descriping shows that 2933-29-1 is playing an increasingly important role.

Reference£º
Patent; Chung-Ang University Industry-Academic Cooperation Foundation; Min, Kyung Hoon; Kwon, Ahra; Song, Ji Ho; (22 pag.)KR2017/23387; (2017); A;,
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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.2933-29-1,2-Amino-4,5,6,7-tetrahydrobenzothiazole,as a common compound, the synthetic route is as follows.

EXAMPLE 15 Preparation of Ethyl N-(4,5,6,7-Tetrahydrobenzothiazol-2-yl)carbamate 2-Amino-4,5,6,7-tetrahydrobenzothiazole (12.3 grams; 0.08 mol) dissolved in pyridine (50 ml.) was charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and addition funnel. Ethyl chloroformate (12 ml; 0.11 mol) was added dropwise to the reaction mixture with stirring and cooling. After the addition was completed the reaction mixture was allowed to warm to room temperature and stirring was continued for a period of about 1 hour. After this time the reaction mixture was poured into ice water (50 mol.) to form a precipitate. The precipitate was recovered by filtration, washed with water four times dried and recrystallized from ethanol to yield the desired product ethyl N-(4,5,6,7-tetrahydrobenzothiazol-2-yl)carbamate; (16.7 grams); melting point 182-184 C. The structure of the product was verified by infrared and NMR spectroscopy., 2933-29-1

As the paragraph descriping shows that 2933-29-1 is playing an increasingly important role.

Reference£º
Patent; Velsicol Chemical Corporation; US4319914; (1982); A;,
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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.160844-75-7,Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate,as a common compound, the synthetic route is as follows.

Preparation of febuxostat without isolation of intermediate ethyl-2-(3-cyano-4- isobutoxyphenyl)-4-methyl thiazole-5-carboxylate 3-cyano-4-isobutoxyphenyl boronic acid (5.0 gms/0.02283 moles), ethyl-2-bromo-4-methylthiazole-5-carboxylate (5.70 gms/0.02289 moles) and 50 ml of 2M aqueous sodium carbonate solution were charged in 75 ml toluene, followed by tetrakis (triphenyl phosphine) palladium (1.5 gms). The resultant mixture was stirred at 70- 75¡ãC for 1 hour. The reaction mass was cooled to 25¡ãC and extracted in ethyl acetate (30ml). The organic layer was washed with brine, dried over anhydrous sodium sulphate and the clear filtrate was distilled off completely.The residue was stirred in 40 ml THF under inert atmosphere. To the reaction mass, 2N NaOH (11 ml) was slowly added at 25-30¡ãC and stirred further at reflux for 5 hours. The reaction mass was cooled to 25¡ãC and filtered through celite. The reaction mass was acidified with diluted concentrated HCI. The reaction mass was further stirred for 30 minutes. The resulting solid was isolated by filtration, washed with water until a neutral pH and dried under vacuum to yield 3.3 gms of the titled compound. Efficiency: 72percent, 160844-75-7

The synthetic route of 160844-75-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CIPLA LIMITED; BIRARI, Dilip, Ramdas; RAO, Dharmaraj, Ramachandra; KANKAN, Rajendra, Narayanrao; CURTIS, Philip, Anthony; WO2011/73617; (2011); A1;,
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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.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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Thiazole | chemical compound | Britannica

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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Thiazole | chemical compound | Britannica

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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Thiazole | chemical compound | Britannica

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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Thiazole | chemical compound | Britannica

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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Thiazole | chemical compound | Britannica