Category: thiazole

64987-16-2, Methyl 2-(2-aminothiazol-4-yl)acetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,64987-16-2

Step A: methyl 2-(2-bromothiazol-4-yl)acetate Methyl 2-(2-aminothiazol-4-yl)acetate (5 g, 26.8 mmol) was added under nitrogen to a solution of copper(11) bromide (6.77 g, 30 mmol) and f-butyl nitrite (4.79 ml, 40 mmol) in acetonitrile (20 ml) at -20 C. The reaction mixture was slowly warmed to room temperature and stirred for two hours. The solution was then diluted with diethyl ether and washed with 25 ml of 10 percent hydrochloric acid solution; the aqueous phase was extracted with 20 ml of diethyl ether. The combined organic phases were dried and evaporated to dryness. The residue was purified by a standard method to yield the title compound. LC-MS: m/z (M+H)==235.9

64987-16-2 Methyl 2-(2-aminothiazol-4-yl)acetate 738059, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; AGIOS PHARMACEUTICALS, INC; Lemieux, Rene M.; Popovici-Muller, Janeta; Salituro, Francesco G.; Saunders, Jeffrey O.; Travins, Jeremy; Chen, Yongsheng; US2014/142081; (2014); A1;,
Thiazole | C3H3NS – PubChem
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2346-00-1, 2-Methyl-4,5-dihydrothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-(2-hydroxyethyl)-2-methylthiazolium bromide To a solution of 2-methylthiazoline (10.1 g) in dioxane (20 ml) was added 2-bromoethanol (13.8 g), and the mixture was heated under reflux for about 6 hours. After cooling the reaction, acetone (30 ml) and ether (130 ml) were added with stirring, and the resulting mixture was left standing. After the pale brown supernatant was discarded, ether (150 ml) was further added to the amorphous precipitate thus obtained. The mixture was stirred and left standing. Supernatant obtained was discarded, and the viscous precipitates obtained was left standing at an ambient temperature under reduced pressure to give the title compound as the yellow amorphous residue. Yield: 19.5 g. NMR (in DMSO-d6): delta4.51 (2H, t), 3.87 (2H, t), 3.72 (2H, t), 3.67 (2H, t), 2.61 (3H, s)., 2346-00-1

2346-00-1 2-Methyl-4,5-dihydrothiazole 16867, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Drug Delivery System Institute, Ltd.; US5580904; (1996); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.40283-41-8,2-Aminothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of 2.84 g (19.7 mmol) of 2-aminothiazole-4-carboxylic acid in 30 ml of 1,4-dioxane was added 50 ml of concentrated hydrochloric acid, followed by cooling to 0C, and 10 ml of an aqueous solution of 2.04 g (29.6 mmol) of sodium nitrite was charged dropwise thereto at 0C to 5C. The reaction liquid was stirred at 0CFor 2 hours, and then 2.93 g (29.6 mmol) of copper chloride was charged in separate portions thereto. The reaction liquid was returned to room temperature, followed by stirring for 8 hours. To the reaction liquid were added water and ethyl acetate, followed by extraction with ethyl acetate four times. The organic layer was washed with saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to prepare 1.77 g (yield 55%) of a target compound. 1H-NMR (DMSO-d6, ppm) delta 8.41 (1H, s). The proton presumed to be indicative of carboxylic acid was not detected.

40283-41-8, The synthetic route of 40283-41-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Mitsui Chemicals Agro, Inc.; EP2325165; (2011); 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

To a solution of 3-phenoxybenzylamine described in Preparation Example 4 (33mg, 0.167mmol) and benzothiazole-6-carboxylic acid (30mg, 0.167mmol) in tetrahydrofuran (1 mL) were added benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (89mg, 0.20mmol) and triethylamine (28mul, 0.20mmol), and the solution was stirred at room temperature for 17 hours. The solvent was evaporated, the residue was purified by NH silica gel column chromatography (hexane : ethyl acetate), and the title compound (37mg, 62%) was obtained as a colorless oil. 1H-NMR Spectrum (CDCl3) delta(ppm) : 4.68(2H, d, J=6.0Hz), 6.50(1H, brs), 6.94(1H, dd, J=2.0, 8.0Hz), 7.02-7.04(3H, m), 7.11-7.15(2H, m), 7.31-7.37(3H, m), 7.88(1H, dd, J=1.6, 8.8Hz), 8.18(1H, d, J=8.8Hz), 8.49(1H, d, J=1.6Hz), 9.13(1H, s).

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

Reference：
Patent; Eisai Co., Ltd.; EP1669348; (2006); A1;,
Thiazole | C3H3NS – PubChem
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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

To a solution of benzothiazole-6-carboxylic acid (358 mg, 2.00 mmol) in tetrahydrofuran (10 mL) was added N,N’-carbonyldiimidazole (341 mg, 2.10 mmol) at room temperature, and the resulting mixture was stirred for 1 hr. To this reaction mixture was added 3-[3-(trifluoromethyl)phenyl]propanohydrazide (557 mg, 2.40 mmol), and the mixture was further stirred at room temperature for 24 hr. The reaction mixture was concentrated under reduced pressure, and ethyl acetate was added to the residue. The precipitate was collected by filtration, purified by basic silica gel column chromatography (tetrahydrofuran) and recrystallized from hexane/tetrahydrofuran to give the title compound (524 mg, yield 67%) as colorless crystals. melting point 206-207 C.1H NMR (CDCl3) delta 2.66-2.71 (2H, m), 3.07-3.12 (2H, m), 7.39-7.49 (4H, m), 7.90 (1H, dd, J=1.7, 8.7 Hz), 8.15 (1H, d, J=8.7 Hz), 8.46 (1H, d, J=1.7 Hz), 8.81 (1H, brs), 9.14 (1H, s), 9.27 (1H, brs).Elemental analysis (for C18H14F3N3O2S)Calculated (%): C, 54.96; H, 3.59; N, 10.68.Found (%): C, 54.96; H, 3.48; N, 10.65., 3622-35-3

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

Reference：
Patent; Itoh, Fumio; US2010/69381; (2010); A1;,
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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

To a mixture of 2,7-diazaspiro[4.5]decane-6,8-dione hydrochloride (30 mg, 147 prnol, eq. 1) and benzo[d]thiazole-6-carboxylic acid (CAS 3622-35-3, 28.9 mg, 161 pmol, eq. 1.1) were added a solution of HATU in ACV-dimethylformamide 0.358 M (491 m, 176 mhio, eq. 1.2) and iVyV-diisopropylethyl amine (75.8 mg, 100 m, 586 mpio, eq. 4). The reaction mixture was shaken at 25 C for 4 hours. The reaction mixture was partitioned between water and a 1 : 1 mixture of ethyl acetate and tetrahydrofuran. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 4 g, eluent: 0 to 10% of methanol in dichloromethane) to afford 2-(benzo[d]thiazole-6- carbonyl)-2,7-diazaspiro[4.5]decane-6,8-dione (17 mg, 51.6 mhio, 35.2 %) as a white solid. MS (ISP): 330.1 (|M 1 11 )

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; C4 THERAPEUTICS, INC.; NASVESCHUK, Christopher, G.; DEY, Fabian; GOERGLER, Annick; KUHN, Bernd; NORCROSS, Roger; ROEVER, Stephan; SCHMID, Philipp; (270 pag.)WO2019/204354; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

64987-16-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.64987-16-2,Methyl 2-(2-aminothiazol-4-yl)acetate,as a common compound, the synthetic route is as follows.

Step B: methyl 2-(2-(tert-butoxycarbonylamino)thiazol-4-yl)acetate A solution of di-tert-butyl dicarbonate (279 mg, 1.28 mmol) in toluene (3 ml) was added a vessel containing methyl 2-(2-aminothiazol-4-yl)acetate (200 mg, 1.16 mmol), the reaction mixture was heated at 85 C. for 24 h. LCMS showed that the desired product was detected, the mixture was concentrated to give the residue, the residue was purified by a standard method to give the desired product. LC-MS: m/z (M+H)=273.3

64987-16-2 Methyl 2-(2-aminothiazol-4-yl)acetate 738059, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; AGIOS PHARMACEUTICALS, INC; Lemieux, Rene M.; Popovici-Muller, Janeta; Salituro, Francesco G.; Saunders, Jeffrey O.; Travins, Jeremy; Chen, Yongsheng; US2014/142081; (2014); 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.939-69-5,6-Hydroxybenzo[d]thiazole-2-carbonitrile,as a common compound, the synthetic route is as follows.

To a solution of 6-hydroxy-2-cyanobenzothiozole (0.50 g, 2.84 mmol) and 2-nitrobenzene-sulfonyl chloride (0.63 g, 2.84 mmol) in 15 ml of anhydrous methylene chloride, TEA (0.58 g, 5.68 mmol) was added. The resultant mixture was stirred for 3 hours. The product was purified by flash chromatography using heptane/ethyl acetate/methylene chloride (70/30/15) as eluent in a yield of 55percent., 939-69-5

The synthetic route of 939-69-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Promega Corporation; HUANG, Fen; KLAUBERT, Dieter; SHULTZ, John; ZHOU, Wenhui; (54 pag.)EP2611929; (2016); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

59418-09-6, Methyl 4-thiazolecarboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

j0235] Procedure:10236] Pd(OAc)2 (15.7 mg, 0.070 mmoles), [P(t-13u)3H] HF4 (60.7 mg, 0.21 mmoles), pivalic acid (28.5 mg, 0.28 mmoles), K2C03 (386 mg, 2.8 mmoles), methyl thiazole-4- carboxylate (200 mg, 1.4 mmoles), and methyl 6-bromoni- cotinate (603 mg, 2.8 mmoles) were added to a dried flask. The flask was fitted with a reflux condenser capped with a septum, evacuated, and purged with nitrogen (.-5 times). Dry DMF (7 mE) was added via syringe, and the reaction was stirred at 1100 C. for 6 h. The reaction mixture was cooled and filtered through Celite, and the filtrate was concentrated under reduced pressure. The crude product was then purified by chromatography on silica (1% acetone in DCM) to afford the title compound (39 mg, 10%) as a white solid. ?H NMR (400 MHz, CDC13) oe 9.18 (dd, J=0.8, 2.0 Hz, 1H), 8.41 (dd, J=2.0, 8.4 Hz, 1H), 8.38 (dd, J=0.8, 8.4 Hz, 1H),8.33 (s, 1H), 3.99 (s, 3H), 3.98 (s, 3H); ?3C NMR (100 MHz, CDC13) oe 168.7, 165.1, 161.7, 153.3, 150.7, 148.3, 138.3, 130.7, 126.9, 119.6, 52.6, 52.6; HRMS (ESI) mlz 279.0423 [calc?d for C,2H,,N204S (M+H) 279.0435]., 59418-09-6

59418-09-6 Methyl 4-thiazolecarboxylate 2773414, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; WISCONSIN ALUMNI RESEARCH FOUNDATION; RAINES, Ronald T.; Vasta, James; (50 pag.)US2016/280701; (2016); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

14190-59-1, Thiazole-2-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Benzoic aldehyde (25 mmol) was added to the 25percent ammonia water solution (20 mL) containing potassium cyanide (KCN) (30 mmol) and ammonium chloride (37.5 mmol). The resulted mixture was stirred for 56 hours, and the reaction was tracked by TLC. The reactant was extracted with dichloromethane. Then the extract was dried over magnesium sulphate (MgSO4), and the solvent was concentrated to obtain compound 9 (2.9 g, yield 90percent). Compound 9 (6 mmol) was mixed with EDC (7.8 mmol), DMAP (0.6 mmol) and thiazole-2-formic acid (6 mmol). The resulted mixture was cooled under ice bath (0° C.), subsequently DMF was added thereto (15 mL). The progress of reaction was tracked by TLC. After the reaction was completed, the reactant was diluted with water, and extracted with ethyl acetate. The solvent was removed completely by concentration, and compound 10 was obtained by separation through column chromatograph (0.76 g, yield 50). Compound 10 (3.1 mmol) was mixed with triphenylphosphine (Ph3P) (7.75 mmol) and carbon tetrachloride (CCl4) (7.75 mmol), and the resulted mixture was dissolved in acetonitrile (20 mL). The reaction was conducted at 45° C. and tracked by TLC. After the reaction was completed, the solvent was removed by concentration, and compound 11 (Wang261) (yield 60percent) was obtained by separation through column chromatograph with petroleum ether/ethyl acetate (volume ratio 5:1). The following compounds were synthesized by the same method:, 14190-59-1

As the paragraph descriping shows that 14190-59-1 is playing an increasingly important role.

Reference：
Patent; Shanghai Institute of Materia Medica, Chinese Academy of Sciences; US2008/306121; (2008); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica