Category: thiazole

103261-70-7, Ethyl benzo[d]thiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Aldehyde preparation: To a solution of 4-chloro-3-nitrobeznoic acid (20 g, 99.2 mmol, 1.0 eq) in dimethylformamide (400 mL) was added potassium carbonate (35 g, 254 mmol, 2.55 eq). The mixture was stirred 30 min and ethyl iodide (18.6 g, 119 mmol, 1.20 eq) was added. The reaction mixture was stirred at 50 [C] for 4h. Water (3 L) was added and the mixture was extracted with diethyl ether (2 x 500 mL). The organic extracts were combined, washed with brine (1 L), dried over anhydrous sodium sulfate and concentrated. The residue was crystallized from hexanes to provide 19.7 g (86%) of the ester. Data [: IH] NMR (500 MHz, CDC13) [8] 8.51 (d, 1H), 8.17 (dd, 1H), 7.65 (d, 1H), 4.43 (q, 2H), 1.42 (t, 3H). Sulfur (1.60 g, 49.9 mmol, 0.58 eq) was dissolved in a solution of sodium sulfide [NONAHYDRATE] (12.0 g, 50.0 mmol, 0.58 eq) in water (60 [ML).] This solution was combined with a solution of ethyl 4-chloro-3-nitrobenzoate (19.6 g, 85.4 mmol, 1.00 eq) in ethanol (100 mL). The resulting mixture was heated at reflux for 3 h. The hot reaction mixture was poured into water (600 mL) and stirred for 15 min. The product was isolated by filtration and recrystallized from ethanol to provide 16.45 g (77%) of the disulfide. Data: [‘H NMR] (500 MHz, CDC13) [5] 8.96 (d, 1H), 8.19 (dd, 1H), 7.88 (d, 1H), 4.43 (q, 2H), 1.41 (t, 3H). A mixture of diethyl 4,4’-dithiobis (3-nitrobenzoate) (11.2 g, 24.75 mmol, 1.00 eq) and zinc granules (15.0 g, 234 mmol, 9.47 eq) in formic acid (600 mL) was heated to reflux for 48 h. The mixture was cooled to room temperature and concentrated to dryness on vacuum rotary evaporator. The residue was partitioned between ethyl acetate (500 mL) and saturated aqueous sodium bicarbonate (500 mL). The organic layer was separated, dried over anhydrous sodium sulfate and concentrated on vacuum rotary evaporator. The residue was purified by chromatography on neutral Alumina (1/0 to 0/1 hexanes/dichloromethane) to provide 5.30 g (51%) of the benzthiazole ester. Data: 1H NMR (500 MHz, [CDC13)] [8] [9. 08 (S, 1H),] 8.83 (d, 1H), 8.14 (dd, 1H), 8.02 (d, 1H), 4.45 (q, 2H), 1.44 (t, 3H); MS [(EI)] m/z 208 [(M++1).] Diisobutylaluminum hydride (1.0 M in dichloromethane, 6.0 mL, 6 mmol, 1.05 eq) was added over 15 min to a solution of the ester (1.18 g, 5.70 mmol) in dichloromethane (40 mL) [AT-35] [C.] The reaction mixture was allowed to warm to rt and was maintained overnight. Analysis of the reaction progress by thin layer chromatography revealed the presence of starting material. The reaction mixture was cooled to [0 C] and was treated with additional diisobutylaluminum hydride (6.0 mL, 6 mmol). After 4 h at rt, the reaction was quenched by the addition of water (10 mL) and the slurry was poured onto 5% sodium hydroxide and dichloromethane (200 mL) and maintained for 30 min with vigorous stirring. The organic layer was separated, washed with brine, dried (sodium sulfate), and concentrated. The residue was dissolved in dichloromethane (100 mL) and was treated with manganese [(IV)] oxide (3.0 g) and powdered [4A] seives (3.0 g). The reaction mixture was filtered through Celite (100 mL dichloromethane rinse) after 14 h and the filtrate was extracted with 0.6 N aqueous sodium hydrogen sulite (2 x 150 mL). The combined aqueous layers were back-extracted with dichloromethane [(50] mL), were made basic (pH 11) by the addition of 50% sodium hydroxide, and were extracted with ethyl acetate (2 x 100 mL). The ethyl acetate layers were dried (sodium sulfate) and concentrated to provide 268 mg (29%) of the aldehyde as a tan solid. Data [: IHNMR (CDCL3) 6] 10.18 (s, 1H), 9.13 (s, [1H),] 8.61 (d, J= 1.0, 1H), 8.11 (d, J= 8.0, 1H), 8.01 (dd, J= 8.5, 1.5, 1H). Condensation: According to procedure A. Data: Yield: 86%. 1H NMR (CD30D) 8 8.97 (s, 1H), 8.75 (s, [1H),] 8.60 (s, [1H),] 8.06 (d, [J=] 0.6, [1H),] 7. 87 (d, [J=] 8.4, [1H),] 7.82 (dt, Jd = 7.8, Jt = 1. 8, 1H), 7.30 (dd, J= 7.8, 4.8, 1H), 7.26 (dd, J= 8.4, 1.6, 1H), 6.76 (s, 1H), 3.86 (t, J= 5.5, 2H), 2.85 (m, 2H), 1.79 (m, 2H); MS [(EL)] m/z 306 [(M+ +] 1).

The synthetic route of 103261-70-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2004/19943; (2004); A1;,
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2516-40-7, 2-Bromobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2- (3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenyl) imidazo [1,2- a] pyridine 200 mg, 0.580 mmol) was added Palladium acetate (6 mg, 0.03 mmol),Triphenylphosphine (30 mg, 0.12 mmol),Sodium carbonate (124 mg, 1.16 mmol) was added, Dioxane and water in a ratio of 1: 1 in an amount of 5 mL,2-Bromobenzothiazole (124 mg, 0.580 mmol) was added,Stir at 90 ¡ã C under nitrogen gas.After the reaction is completed, the reaction mixture is cooled to room temperature. The reaction mixture is separated into water and ethyl acetate, and the extracted organic layers are combined and washed with water. After drying with magnesium sulfate, the mixture was concentrated and the concentrate was purified by silica gel column chromatography (dichloromethane: ethyl acetate, 20: 1 v / v)To obtain 2- (3- (benzothiazol-2-yl) phenyl) -8-cyanoimidazo [1,2-a] pyridine (98 mg, 59percent).

2516-40-7 2-Bromobenzothiazole 612040, athiazole compound, is more and more widely used in various.

Reference£º
Patent; Korea Research Institute of Chemical Technology; Jeon Mun-guk; Kim Gwang-rok; Huh Yun-jeong; Lee Jun-mi; (27 pag.)KR2018/101671; (2018); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3364-80-5,Thiazole-4-carboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: A solution of substituted o-phenyldiamine (1.0 equiv), thiazole-4-aldehyde or pyridine-2-aldehyde (1.0 equiv) with sodium pyrosulfite in DMF was stirred at 120¡ã C overnight. On completion of the reaction monitored by TLC, the solvent was evaporated and the residue was purified by silica gel chromatography by DCM/MeOH system to afford the final product. If necessary, the crudeproduct could be recrystallized in DCM or dichloroethane to afford pure sample.

3364-80-5 Thiazole-4-carboxaldehyde 2763214, athiazole compound, is more and more widely used in various.

Reference£º
Article; Zhang, Chao; Zhong, Bo; Yang, Simin; Pan, Liangkun; Yu, Siwang; Li, Zhongjun; Li, Shuchun; Su, Bin; Meng, Xiangbao; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3774 – 3780;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.56354-98-4,6-Aminobenzo[d]thiazol-2(3H)-one,as a common compound, the synthetic route is as follows.

General procedure: A mixture comprising 60.0 mg (307 mumol) 4-chloro-6-ethyl-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (prepared according to intermediate exampLe 1a), 51 mg 6-amino-1,3-benzothiazol-2(3H)-one (CAS-No: 56354-98-4), 1.75 mL ethanol and 16.9 muL hydrochloric acid (4M in dioxane) was reacted at 110C for 10 hours. The residue was digested in a mixture of diethyl ether and ethanol and dried to give 85.3 mg (85%) of the title compound.

56354-98-4 6-Aminobenzo[d]thiazol-2(3H)-one 6453329, athiazole compound, is more and more widely used in various.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KLAR, Ulrich; WORTMANN, Lars; KETTSCHAU, Georg; PUeHLER, Florian; LIENAU, Philip; PETERSEN, Kirstin; HAeGEBARTH, Andrea; SUeLZLE, Detlev; WO2014/44691; (2014); A1;,
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14527-41-4, 5-Thiazolecarboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 131VStep 1. Thiazole-5-carboxylic acid methoxy-methyl-amide (155)[0373] Thiazole-5-carboxylic acid (2g, 15.48mmol), HBTU (14g, 38.8mmol), and DIEA (16mL, 92.88mmol) were dissolved in DMF (5OmL) and stirred at rt until all starting material had been consumed. O,N-Dimethyl-hydroxy1amine (6g, 61.92mmol) was then added to the reaction mixture and stirred for 16 hours. The reaction was then evaporated to dryness, and purified on silica gel to produce compound 155 (1.7g, 65% yield). H1-NMR (DMSO d6): 9.30 (m, 1H), 8.50 (m, 1H), 3.76 (m, 3H), 3.30 (m, 3H).

14527-41-4 5-Thiazolecarboxylic acid 84494, athiazole compound, is more and more widely used in various.

Reference£º
Patent; GENELABS TECHNOLOGIES, INC.; WO2006/76529; (2006); A1;,
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2289-75-0, 4,5-Dimethylthiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 82B 3-(2-Methoxyethyl)-4,5-dimethyl-3H-thiazol-2-ylideneamine hydrobromide A mixture of 4,5-dimethylthiazol-2-ylamine (9.0 g, 70 mmol) and 2-bromoethyl methyl ether (7.9 mL, 84 mmol) were heated at 85 C. for 12 hours. The mixture was cooled to ambient temperature and then triturated with isopropanol. The solid was collected by filtration and dried under vacuum to provide 10 g (56%) of the title compound. 1H NMR (DMSO-d6, 300 MHz) delta ppm 2.17 (s, 3H), 2.19 (s, 3H), 3.25 (s, 3H) 3.56 (t, J=5.1 Hz, 2H) 4.16 (t, J=5.1 Hz, 2H) 9.41 (s, 1H).

2289-75-0 4,5-Dimethylthiazol-2-amine 73238, athiazole compound, is more and more widely used in various.

Reference£º
Patent; ABBOTT LABORATORIES; US2008/242654; (2008); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42182-65-0,Benzo[d]thiazol-2-ylmethanamine,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 6a/6b/6c/7a/7b/7c (1 mmol),benzoxazol-2-amine (2a)/benzothiazol-2-amine (2b)/1Hbenzimidazol-2-amine (2c)/(benzoxazol-2-yl)methanamine(3a)/(benzothiazol-2-yl) methanamine (3b)/(1H-benzimidazol-2-yl)methanamine (3c) (1.1 mmol), dry ethanol (4 ml)and a catalytic amount of methanesulfonic acid (0.2 ml) wasrefluxed for 6-7 h. The contents of the flask were cooledand diluted with water (15 ml). The separated solid wasfiltered, washed with water, dried and recrystallized from 2-propanol.

The synthetic route of 42182-65-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Seenaiah, Dandu; Rekha, Tamatam; Padmaja, Adivireddy; Padmavathi, Venkatapuram; Medicinal Chemistry Research; vol. 26; 2; (2017); p. 431 – 441;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3292-77-1,2-Bromo-1-(thiazol-2-yl)ethanone,as a common compound, the synthetic route is as follows.

2-Bromo-l-(l,3-thiazol-2-yl)ethanone (54.2 mg, 0.26 mmol) is added to a solution of (R)-quinuclidin-3-yl 2-(methyl(phenyl)amino)-2-phenylacetate (C75)(92.2 mg, 0.26 mmol) in EtOAc (5 mL). The mixture is stirred at RT overnight. The solvent is evaporated to dryness and the crude is triturated with Et2theta. The yellow solid is collected by filtration (120 mg, 82% yield, bromide salt, mixture of diastereoisomers).1H NMR (300 MHz, DMSO-^6) ppm: 8.39 (d, 1 H), 8.25 (d, 1 H), 7.32 – 7.50 (m, 5 H), 7.19 – 7.30 (m, 2 H), 6.84 – 7.00 (m, 2 H), 6.67 – 6.85 (m, 1 H), 5.97 (s, 1 H), 5.23 – 5.38 (m, 1 H), 5.19 and 5.20 (s, 2 H), 4.04 – 4.29 (m, 1 H), 3.44 – 3.82 (m, 5 H), 2.76 and 2.77 (s, 3 H), 2.24 – 2.36 (m, 1 H), 1.45 – 2.13 (m, 4 H); LC-MS (ESI POS): 476.0 (MH+).

3292-77-1 2-Bromo-1-(thiazol-2-yl)ethanone 2795212, athiazole compound, is more and more widely used in various.

Reference£º
Patent; CHIESI FARMACEUTICI S.P.A.; CALIGIURI, Antonio; RICCABONI, Mauro; AMARI, Gabriele; WO2010/72338; (2010); A1;,
Thiazole | C3H3NS – PubChem
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302964-20-1, tert-Butyl (5-(chlorocarbonyl)thiazol-2-yl)carbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 10 mL of THF were added 0.8 g of 2- [(1,1- dimethylethoxy) carbonylamino] -5-carboxylic acid chloride, 0.27 g of (IS) -1-cyclohexylethylamine and 0.80 g of triethylamine, and the mixture was stirred at room temperature for 8 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with an aqueous saturated sodium bicarbonate and saturated brine successively, then dried over magnesium sulfate, and concentrated under reduced pressure. The resultant solid was washed with hexane to obtain 0.94 g of N- [ (IS) -1-cyclohexylethyl] -2- [ (1, 1- dimethylethoxy) carbonylamino] thiazole-5-carboxamide .N- [ (IS) -1-cyclohexylethyl] -2- [(1,1- dimethylethoxy) carbonylamino] thiazole-5-carboxamide1H-NMR (CDCl3) delta: 0.97-1.44 (8H, m) , 1.48-1.81 (15H, m) ,4.00-4.05 (IH, m) , 5.48 (IH, d, J = 8.9 Hz), 7.84 (IH, s), 10.49 (IH, br s) .

As the paragraph descriping shows that 302964-20-1 is playing an increasingly important role.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/66790; (2009); A1;,
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81569-44-0, Methyl 4-methylthiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of methyl 3-methylthiophene-2-carboxylate 109a (33 g, 0.211 mol) in dry CH2CI2 (30 mL) was added dropwise to a mixture of aluminum chloride (40 g, 0.297 mol) and dry CH2CI2 (200 mL) at -78 C, under nitrogen. The reaction mixture was stirred for 10 min at – 78 C, and a solution of ieri-butyl chloride (23 mL, 0.211 mol) in dry CH2C12 (30 mL) was added dropwise at -78 C. The reaction mixture was stirred for 1 h at -78 C, gradually allowed to warm to room temperature and stirred for 16 h at room temperature. It was poured on ice and extracted with CH2CI2 (2 x 200 mL). The organic layer was dried over anhydrous Na2S04 and the solvent evaporated under vacuum. The obtained residue was purified by fractional distillation to yield methyl 5-ieri-butyl-3-methylthiophene-2-carboxylate 109b (19 g, 43%) as a light yellow liquid.

81569-44-0 Methyl 4-methylthiazole-5-carboxylate 676432, athiazole compound, is more and more widely used in various.

Reference£º
Patent; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; CURRIE, Kevin S.; WANG, Xiaojing; YOUNG, Wendy, B.; WO2012/30990; (2012); A1;,
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Thiazole | chemical compound | Britannica