Heterocyclic Building Blocks-Thiazole

38205-66-2, 1-(4-Thiazolyl)ethanone is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a 50 ml round-bottomed flask, 8 ml of anhydrous diethyl ether and 0.311 ml (2.2 mmol) of diisopropylamine were added, the solution was cooled to -60C, and then 2.5 N of n-hexane solution of BuLi (2.2 mmol) was added dropwise to the upper reaction system.The reaction system was warmed to 0C and stirred for 15 minutes. Then, drosalactone (500 mg, 2.0 mmol) was added dropwise at -60C.The ether solution was stirred for a further 40 min and then a solution of 4-acetylthiazole (254.3.4 mg, 2.0 mmol) in diethyl ether was added dropwise to the upper reaction system.The reaction system was stirred at this temperature for 50 min. The reaction was quenched with water. The organic layer was separated, washed with saturated sodium chloride, dried over anhydrous sodium sulfate, filtered, and the solvent was distilled off under reduced pressure. The residue was separated by silica gel column chromatography to give CYL-2- QX-3C, yield 55.0%., 38205-66-2

The synthetic route of 38205-66-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sichuan China National Tobacco Industry Co., Ltd.; Chongqing China National Tobacco Industry Co., Ltd.; Tao Feiyan; Yang Wenmin; Feng Guanglin; Dai Ya; Li Chaorong; Ding Wei; Wang Yao; Zhou Sheng; Zhou Zhigang; Qiu Guangming; Liu Rucan; Zhang Ting; (11 pag.)CN105061418; (2017); B;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

170235-26-4, Methyl 2-bromothiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: 2-Bromo-1,3-thiazole-4-carboxylic Acid A mixture of methyl 2-bromo-1,3-thiazole-4-carboxylate (4.2 g, 18.9 mmol), THF (120 mL) and 1N lithium hydroxide (50 mL) was heated at 70 C. for 1 h. The organic solvent was removed in vacuo. The residual aqueous solution was cooled to 0-5 C. and acidified to pH1 with 1N HCl solution. The tile compound was obtained by filtration, as a white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 8.43 (s, 1H) 13.30 (s, 1H)., 170235-26-4

As the paragraph descriping shows that 170235-26-4 is playing an increasingly important role.

Reference£º
Patent; Smithkline Beecham Corporation; US2011/124559; (2011); A1;,
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Thiazole | chemical compound | Britannica

399-74-6, 2-Chloro-6-fluorobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Procedure: 50 mg, 0.33 mmol of benzo[c][1,2]oxaborol-1,5(3H)-diol was dissolved in 5 mL of N-methylpyrrolidine, then 75 mg, 0.40 mmol was added. 2-Chloro-6-fluorobenzothiazole and 162.9 mg, 0.5 mmol of cesium carbonate, the mixture was stirred at room temperature overnight, then treated with ammonium chloride, extracted with ethyl acetate, washed with brine, dried and concentrated. Purified by preparative high-performance liquid phase separation to give 5-(6-fluorobenzothiazol-2-oxy)benzo[c][1,2]oxaborol-1(3H)-ol, white solid 15 mg, yield 15%., 399-74-6

The synthetic route of 399-74-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Guangzhou Baiting Pharmaceutical Technology Co., Ltd.; Wu Zhong; Li Jingrong; (16 pag.)CN108997394; (2018); A;,
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Thiazole | chemical compound | Britannica

121-66-4, 5-Nitrothiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2-amino-5-nitro-1,3-thiazole (0.0015 mol) in dichloromethane, was added triethylamine (1.2 equiv). The reaction mixture was stirred at 5 C for 15 min. After that, a solution of ethyl chlorooxoacetate (0.0018 mol, 1.2 equiv) was added droopingly. The reaction mixture was stirred at room temperature for 6 h. After complete conversion as indicated by TLC, the solvent was removed in vacuo, the residue was neutralized with saturated NaHCO3 solution, and the aqueous layer was extracted with ethyl acetate (3 x 15 mL), washed with water (3 * 20 mL), and dried over anhydrous Na2SO4. The solvent was evaporated in vacuo and the precipitated solids were recrystallized from a mixture of acetonitrile/methanol. Yield: 90%, mp: 252-255 C. 1H NMR (400 MHz, DMSO-d6) delta: 8.67 (1H, s, H-4), 4.32 (2H, q, O-CH2) 1.31 (3H, t, CH3) ppm; 13C NMR (100 MHz, DMSO-d6) delta: 161.7 (C-2), 158.4 (CO-OR), 157.7 (RNH-CO), 143.3 (C-5), 142.7 (C-4), 63.4 (O-CH2), 14.1 (CH3) ppm; MS (FAB+) m/z 246 (M+H+). Anal. Calcd for C7H7N3O5S: C, 34.29; H, 2.88; N, 17.14. Found: C, 34.19; H, 2.83; N, 17.09.

121-66-4, The synthetic route of 121-66-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Nava-Zuazo, Carlos; Chavez-Silva, Fabiola; Moo-Puc, Rosa; Chan-Bacab, Manuel Jesus; Ortega-Morales, Benjamin Otto; Moreno-Diaz, Hermenegilda; Diaz-Coutino, Daniel; Hernandez-Nunez, Emanuel; Navarrete-Vazquez, Gabriel; Bioorganic and Medicinal Chemistry; vol. 22; 5; (2014); p. 1626 – 1633;,
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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.80945-86-4,6-Bromo-2-chlorobenzothiazole,as a common compound, the synthetic route is as follows.,80945-86-4

To a solution of 6-bromo-2-chlorobenzo[d]thiazole (0.8 g, 3.2 mmol) in ethanol (12 mL) was added isopropylamine solution (1 mL) and the mixture was heated for 45 minutes using a Biotage microwave oven at 100C. The reaction mixture was cooled to room temperature. The solvent was removed, the crude product was crystalized from EtOAc and n-heptane mixture to afford the title compound as a solid (0.663 g, 75.8 %). (0500) 1H-NMR (400 MHz, Chloroform-d) d = 7.69 (t, J = 1.3 Hz, 1 H), 7.38 (d, J = 1.3 Hz, 2H), 7.27 (s, 1 H), 5.51 – 5.26 (m, 1 H), 3.92 (h, J = 6.5 Hz, 1 H), 1.33 (d, J = 6.4 Hz, 6H).

As the paragraph descriping shows that 80945-86-4 is playing an increasingly important role.

Reference£º
Patent; AC IMMUNE SA; NAMPALLY, Sreenivasachary; GABELLIERI, Emanuele; MOLETTE, Jerome; (220 pag.)WO2019/134978; (2019); A1;,
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Thiazole | chemical compound | Britannica

556-90-1, 2-aminothiazol-4(5H)-one is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,556-90-1

A solution of N-(4-ethoxy-6-fromyl-quinolin-2-yl)-acetamide (example 2e, 50 mg, 0.19 mmol) in acetic acid (1.5 ml) was treated with pseudothiohydantoin (34 mg, 0.29 mmol) and sodium acetate (63 mg, 0.77 mmol) in a microwave synthesizer at 180 C. for 45 min. The mixture was partitioned between 1N NaOH and dichloromethane. The aqueous layer, which contained the desired product, was concentrated to dryness and the crude residue was purified by RP HPLC to afford the product as the TFA salt (5 mg, 8%). LC-MS m/e 315 (MH+).

As the paragraph descriping shows that 556-90-1 is playing an increasingly important role.

Reference£º
Patent; Chen, Li; Chen, Shaoqing; Michoud, Christophe; US2006/63804; (2006); A1;,
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Thiazole | chemical compound | Britannica

915030-08-9,915030-08-9, 2-(Trifluoromethyl)thiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2-(trifluoromethyl)thiazole-4-carboxylic acid (1.0 g, 5.07 mmol) in DMF (15 mL) were added 1-propanephosphonic anhydride (6.34 mL, 10.15 mmol, 50% in ethyl acetate), followed by DIPEA (2.66 mL, 15.22 mmol) and N,O- dimethylhydroxylamine hydrochloride (0.99 g, 10.15 mmol) at room temperature. The reaction mixture was stirred for 5 h. The reaction mixture was concentrated under reduced pressure to remove volatiles and the crude product was dissolved in ethyl acetate (150 mL), washed with water (100 mL), the aqueous layer was back extracted with ethyl acetate (50 mL x 2) and the combined organic layer was washed with brine, dried over anhydrous Na2SO4, concentrated under reduced pressure to obtain the crude product, which was purified by silica gel chromatography (1-5% methanol/chloroform; 40 g column) to afford N-methoxy-N-methyl-2-(trifluoromethyl)thiazole-4-carboxamide (925 mg, 76 % yield). LCMS: m/z = 241.1 (M+H); retention time 1.17 min [LCMS method: Column: Waters Acquity UPLC BEH C18 (2.1 x 50 mm) 1.7 mm, Mobile phase A: 10 mM NH4OAc:acetonitrile (95:5); Mobile phase B: 10 mM NH4OAc:acetonitrile (5:95), Gradient = 20-90 % B over 1.1 minute, then a 0.6 minute hold at 90 % B; Temperature: 50 C; Flow rate: 0.7 mL/min; Detection: UV at 220 nm].

The synthetic route of 915030-08-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; CHUPAK, Louis S.; DARNE, Chetan Padmakar; DING, Min; GENTLES, Robert G.; HUANG, Yazhong; KAMBLE, Manjunatha Narayana Rao; MARTIN, Scott W.; MANNOORI, Raju; MCDONALD, Ivar M.; OLSON, Richard E.; RAHAMAN, Hasibur; JALAGAM, Prasada Rao; ROY, Saumya; TONUKUNURU, Gopikishan; VELAIAH, Sivasudar; WARRIER, Jayakumar Sankara; ZHENG, Xiaofan; TOKARSKI, John S.; DASGUPTA, Bireshwar; REDDY, Kotha Rathnakar; RAJA, Thiruvenkadam; (0 pag.)WO2020/6018; (2020); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

173979-01-6, 4-(Tributylstannyl)thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a dried microwave tube were dissolved tert-butyl [4-(5-hydroxy-8-iodo-3- phenyl-l,6-naphthyridin-2-yl)benzyl] carbamate (10-1) (100 mg, 0.18 mmol) and 4- (tributylstannyl)-l,3-thiazole (160 mg, 0.43 mmol) in THF (2 mL). N2 gas was then bubbled through the solution for 5 minutes before adding Tetrakis (21 mg, 0.018 mmol). N2 gas was bubbled through the mixture for another 5 minutes and the mixture was then heated to dryness at 1000C on a heating block overnight. The resulting residue was taken up in DMF, treated with QuadraPure TU resin for 30 minutes and filtered. The mixture was purified by reverse phase HPLC to give tert-butyl {4-[5-hydroxy-3-phenyl-8-(l,3-thiazol-4-yl)-l,6-naphthyridin-2- yljbenzyl} carbamate (11-1) as an orange residue. MS calculated M+H: 511.6; found 511.1

173979-01-6, 173979-01-6 4-(Tributylstannyl)thiazole 2763258, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP &; DOHME CORP.; BANYU PHARMACEUTICAL CO., LTD.; ARMSTRONG, Donna, J.; GOTO, Yasuhiro; HASHIHAYATA, Takashi; KATO, Tetsuya; KELLY, Michael, J., III; LAYTON, Mark, E.; LINDSLEY, Craig, W.; OGINO, Yoshio; ONOZAKI, Yu; RODZINAK, Kevin, J.; ROSSI, Michael, A.; SANDERSON, Philip, E.; WANG, Jiabing; YAROSCHAK, Melissa, M.; WO2010/88177; (2010); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

117724-63-7, 2-Methyl-4-(trifluoromethyl)thiazole-5-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Under nitrogen atmosphere, carboxylic acid II (3mmol), EDCI (3.3 mmol), HOBT (3.3 mmol)and Et3N (1.8 mmol) were placed in a three-necked flask with 40 mL CH2Cl2, and stirred for 2 hat 0 C; then, compound I (2.4 mmol) was added to the flask and allowed to react for 3 h at 0 C.The reaction was monitored by thin-layer chromatography (TLC) (all reactions could be completed in3 h) and, on completion of the reaction, the mixture was washed with saturated NaHCO3 solutionand water, respectively. Then, it was dried over anhydrous Na2SO4, filtered and evaporated onrotavapor in vacuum. Subsequently, crude products III-1-III-18 were purified by silica gel columnchromatography [V (CH2Cl2): V (EA) = 3:1] and crude products III-19-III-36 were purified by silicagel column chromatography [V (PE): V (EA) = 3:1]. Finally, products were recrystallized with thedichloromethane/petroleum ether to obtain pure target compounds.

117724-63-7, As the paragraph descriping shows that 117724-63-7 is playing an increasingly important role.

Reference£º
Article; Zhang, Shen; Meng, Siqi; Xie, Yong; Yang, Yonggui; Zhang, Yumeng; He, Lu; Wang, Kai; Qi, Zhiqiu; Ji, Mingshan; Qin, Peiwen; Li, Xinghai; Molecules; vol. 24; 14; (2019);,
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.247037-82-7,Thiazole-2-carboximidamide hydrochloride,as a common compound, the synthetic route is as follows.

A 1500 L reactor equipped with mechanical stirrer, thermometer and nitrogen bubbler was charged with 3-fluoro-2-methyl-benzaldehyde (32.68 kg, 23.66 mol, compound 8-a), IPA (256.5kg) and ethyl 3-oxobutanoate (30.78 kg, 23.65 mol, compound 8-b) at 20 C-30 C. To thereaction mixture was added piperidine (2.03 kg) and acetic acid (1.58 kg) at 20 C-30 C. After 4hours, to the resulting solution was added thiazole-2-carboxamidine hydrochloride (36.51 kg, 90wt%, 20.1 imol, compound 8-c) followed by addition of triethylamine (23.90 kg, 23.66 mol)over 50 mins. The reaction mixture was stirred at 25 C-30 C for another 12 hours and thenstirred at 70 C-75 C for 8 hours. After the reaction was finished, the reaction mixture wascooled to 30 C and water (261 kg) was added over 50 mins. The suspension was stirred at 20 C30 C for another 10 hours. The solid was collected by filtration and washed with IPA/water (v/v=1:1, 33 L) and water (33 L). The wet cake was dried in a vacuum oven (50C /Ca. 0.1 MPa) with a nitrogen bleed for 16 hours to afford the product Example 8 (61 kg, purity: 99.5 %, yield:83.9 %) as a yellow solid. ?H NMR (400 MHz, DMSO-d6) 5 9.86 (s, 1 H), 7.96 (d, J=3.2Hz, 1H),7.88 (d, J=3.2 Hz, 1H), 7.15-7.20 (m, 1H), 6.99-7.04 (m, 1H), 5.83 (s, 1H), 3.94 (q, J=7.2 Hz,2H), 2.48 (s, 3H), 2.44 (d, J=1.6 Hz, 3H), 1.09 (t, J=7.2 Hz, 3H); MS mle = 360.0 [M+H] ., 247037-82-7

Big data shows that 247037-82-7 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHEN, Junli; (58 pag.)WO2017/140750; (2017); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica