Heterocyclic Building Blocks-Thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3855-95-6,2-Chloro-6-benzothiazolecarboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of di-tert-butyl dicarbonate (1.2 mL, 5.0 mmol) and 2-chlorobenzo[d]thiazole-6-carboxylic acid (0.53 g, 2.5 mmol) in anhydrous t-butanol (10 mL) was added dimethylaminopyridine (91 mg, 0.74 mmol) and the mixture stirred for 1 h. The reaction was concentrated under reduced pressure and purified by silica gel chromatography eluting with 0-50% EtOAc/hexanes to give Compound 1 88a (0.56 g, 84% yield) as a clear oil. LCMS = 2.22 mm using analytical method (B), 270.0 (M+H).1H NMR (400MHz, CDC13) oe 8.45 (d, J=1.5 Hz, 1H), 8.12 (dd, J8.6, 1.8 Hz, 1H), 7.97 (d, J8.6 Hz, 1H), 1.55 – 1.42 (m, 9H)., 3855-95-6

The synthetic route of 3855-95-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; JOHNSON, James A.; JIANG, Ji; KIM, Soong-Hoon; PI, Zulan; QIAO, Jennifer X.; TORA, George O.; WANG, Tammy C.; FINLAY, Heather; WO2014/11513; (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.1477-42-5,4-Methylbenzo[d]thiazol-2-amine,as a common compound, the synthetic route is as follows.

EXAMPLE 18: 4-METHYL-2-HYDRAZINOBENZOTHIAZOLE To a suspension of 4-methyl-2-aminobenzothiazole (5.0 g., 0.03 mole) in 20 ml. of ethylene glycol was added 5.4 g. of 85% hydrazine hydrate (0.09 mole) and 2.75 g. (0.046 mole) acetic acid. The mixture was heated to 126C. under N2 atmosphere for 3 hours. On cooling and dilution with about 1/2 volume of water the product crystallized.

1477-42-5, As the paragraph descriping shows that 1477-42-5 is playing an increasingly important role.

Reference£º
Patent; Eli Lilly and Company; US3937714; (1976); A;,
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Thiazole | chemical compound | Britannica

78502-81-5, 5-Bromo-2-methyl-4-phenylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 27A (40 mg, 0.116 mmol), 5-bromo-2-methyl-4-phenylthiazole (59 mg, 0.232 mmol), Pd(PPh3)4(13 mg, 0.012 mmol) and K2CO3 (48 mg, 0.349 mmol) in THF (3 mL) and water (1 mL) was heated in a microwave reactor at 130 C. for 20 min. under Ar, then was cooled to rt. The reaction was diluted with water (5 mL), and extracted with EtOAc (4¡Á10 mL). The combined organic fractions were dried over MgSO4, and concentrated in vacuo to give the crude title compound. This material was used directly for the next step without further purification. LCMS, [M+H]+=392.1., 78502-81-5

The synthetic route of 78502-81-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; Shi, Yan; Cheng, Peter T.W.; Wang, Ying; Jusuf, Sutjano; Tao, Shiwei; Zhang, Hao; Wu, Shung C.; Robl, Jeffrey A.; (87 pag.)US2017/253554; (2017); A1;,
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2634-33-5, 1,2-Benzothiazol-3-one is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The acid 4 (5 mmol), EDC (1.2 g, 6.26 mmol), HOBt (0.9 g,5.88 mmol), NMM (1.2 mL, 10.74 mmol), and dichloromethane (10 mL) were mixed at ice-bath and stirred at 0 C for half an hour. 1,2-Benzisothiazol-3-one 1 (800 mg, 5.3 mmol) was added to NMM (1.6 mL, 14.32 mmol) in 10 mL of dichloromethane at 0 Ct hen the above mixture was added and stirred at room temperature overnight. After stirring overnight, the mixture was diluted with CH2Cl2, and then successively through washed with water, 5% KHSO4 solution, saturated NaHCO3 solution, and brine, the extract was dried with anhydrous Na2SO4 and evaporated under vacuum. The product was isolated by column chromatography (petroleum ether/CH2Cl2, 10:1) to yield the final compound. 4.2.33 2-(4-(Thiophen-2-yl)butanoyl)benzo[d]isothiazol-3(2H)-one (37) Compound 37 was prepared through 4-(2-thienyl)butyric acid, obtained a white solid in 81% yield. Mp 117.4-118.3 C. 1H NMR (400 MHz, DMSO-d6) delta 7.95 (t, J = 8.0 Hz, 2H), 7.79 (t, J = 8.0 Hz, 1H), 7.47 (t, J = 7.6 Hz, 1H), 7.33 (dd, J = 4.8, 0.8 Hz, 1H), 6.95 (dd, J = 4.8, 3.6 Hz, 1H), 6.89 (d, J = 2.8 Hz, 1H), 3.16 (t, J = 7.6 Hz, 2H), 2.91 (t, J = 7.6 Hz, 2H), 2.04-1.96 (m, 2H); 13C NMR (101 MHz, DMSO-d6) delta 173.1, 163.5, 144.5, 141.4, 135.0, 127.4, 126.5, 125.7, 125.1, 124.1, 122.5, 36.5, 28.9, 26.2. IR (KBr, cm-1): 1699, 1687. HRMS-ESI (m/z) calcd for C15H13NO3S2 [M+H+] 304.0466, found 304.0478., 2634-33-5

2634-33-5 1,2-Benzothiazol-3-one 17520, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Li, Zhenghui; Pan, Yang; Zhong, Weilong; Zhu, Yunpeng; Zhao, Yongle; Li, Lixin; Liu, Wei; Zhou, Honggang; Yang, Cheng; Bioorganic and Medicinal Chemistry; vol. 22; 24; (2014); p. 6735 – 6745;,
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Thiazole | chemical compound | Britannica

1003-61-8, 2-Aminothiazole-5-carbaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-Amino-5-formylthiazole (11.5 g, 90 mmol) was dissolved in methanol (120 mL), and sodium borohydride (5.11 g, 135 mmol) was added thereto while cooling with ice, followed by stirring at the same temperature for 1 hour. Acetone (6 mL) and water (10 mL) were added to the reaction mixture, followed by stirring. The residue obtained by evaporating the reaction mixture under reduced pressure was purified using medium pressure silica gel flash column chromatography (methanol:chloroform=1:15), thereby giving the title compound (5.09 g, 43%) as a white solid.

1003-61-8, 1003-61-8 2-Aminothiazole-5-carbaldehyde 2737798, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; TAIHO PHARMACEUTICAL CO., LTD.; Urade, Yoshihiro; Kitade, Makoto; Yamane, Keiko; Aoki, Shinichi; Yamanaka, Hiroyoshi; US2013/165438; (2013); A1;,
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Thiazole | chemical compound | Britannica

59608-97-8,59608-97-8, 4-(Chloromethyl)thiazol-2-amine hydrochloride is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

O-(2-Amino-1 ,3-thiazol-4-yl)methyl-(3-methylpyridin-2-yl)-(1-methyltetrazol-5-yl)methanone oxime (compound 157)To a solution of 1-methyl-5-[(3-methylpyridin-2-yl)carbohydroximoyl]tetrazole (2.6 g, 11.9 mmol) in dichloromethane are added resin PL-TBD 1.81 mmol/g (13.2 g) and 4-chloromethyl-2-amino-1 ,3- thiazole hydrochloride (2.4 g, 13.1 mmol). The mixture is stirred for two days and filtered. The resin is washed successively with dichloromethane, methanol and dichloromethane. The combined filtrates are concentrated. Silica-gel chromatography of the residue affords 1.3 g of compound 157 [yield 33 percent ; HPLC/MS : m/z = 331 (M+H) ; LogP = 1.04].

59608-97-8 4-(Chloromethyl)thiazol-2-amine hydrochloride 73228, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; BAYER CROPSCIENCE SA; WO2008/6874; (2008); A1;,
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Thiazole | chemical compound | Britannica

51640-36-9, 2-Chlorothiazole-5-carbonitrile is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,51640-36-9

2-({6-[4-(morpholin-4-ylacetyl)piperazin-1-yl]pyrimidin-4-yl}amino)-1,3-thiazole-5-carbonitrile (42-4) 42-3 (0.36 g, 1.18 mmol), sodium hydride (0.094 g, 2.35 mmol) and 2-chloro-1,3-thiazole-5-carbonitrile 2-2 (0.17 g, 1.18 mmol) were treated as in Scheme 4 above. The reaction was cooled, quenched with methanol and water, evaporated to dryness and partitioned between methylene chloride, methanol and water. The organic layers were evaporated to dryness and purified on a C18 preparative hplc column and isolated via lyophilization to afford 42-4. Hi-Res MS: calc: 415.1659 found: 415.1638. 1H-NMR (CD3OD): 8.44(s, 1H); 8.01(s, 1H); 6.20(s, 1H); 4.36(s, 2H); 4.05(br s, 2H); 3.88(br s, 2H); 3.82(m, 2H); 3.76(m, 2H); 3.71(m, 2H); 3.56(m, 4H); 3.25(br s, 2H).

51640-36-9 2-Chlorothiazole-5-carbonitrile 1485222, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Bilodeau, Mark T.; Hartman, George D.; Hoffman JR., Jacob M.; Sisko, John T.; Manley, Peter J.; Smith, Anthony M.; Tucker, Thomas J.; Lumma JR., William C.; Rodman, Leonard; US2002/137755; (2002); A1;,
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Thiazole | chemical compound | Britannica

80945-86-4,80945-86-4, 6-Bromo-2-chlorobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00394]6-Bromo-2-chlorobenzo[d]thiazole (701) (0.5 g, 2.0 mmol) was dissolved in methanamine solution (20 ml) in a sealed tube, and the resulting mixture was stirred at 60 C. overnight. The mixture was allowed to cool to RT, concentrated in vacuo and water (20 mL) was added. The solid was collected by filtration to afford the desired product, 6-bromo-N-methylbenzo[d]thiazol-2-amine (702) (0.43 g, 87.9% yield). ESI-MS (M+H)+m/z: 242.8.

80945-86-4 6-Bromo-2-chlorobenzothiazole 2049871, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Intellikine LLC; Ren, Pingda; Liu, Yi; Wilson, Troy Edward; Li, Liansheng; Chan, Katrina; US2015/225407; (2015); 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.687636-93-7,2-Bromothiazole-5-methanol,as a common compound, the synthetic route is as follows.

687636-93-7, To a solution of (2-bromothiazol-5-yl)methanol (900 mg, 4.6 mmol) and triphenylphosphine (1300 mg, 5.1 mmol) in DCM (20 ml) was added a DCM solution of CBr4 (1500 mg, 4.6 mmol) at 0C. The reaction was allowed to warm to RT after 30 minutes. LCshowed good reaction after 1 hour. About 20 mL of hexanes was added to the reaction, and the white precipitate was filtered off. The filtration was adsorbed onto silica gel, and purified by MPLC with a 40G ISCO column, eluting with hexanes and EtOAc. LC-MS [M+H]: 256.0

As the paragraph descriping shows that 687636-93-7 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; TANG, Haifeng; YANG, Shu-Wei; MANDAL, Mihir; SU, Jing; LI, Guoqing; PAN, Weidong; TANG, Haiqun; DEJESUS, Reynalda; PAN, Jianping; HAGMANN, William; DING, Fa-Xiang; XIAO, Li; PASTERNAK, Alexander; HUANG, Yuhua; DONG, Shuzhi; YANG, Dexi; WO2015/171474; (2015); 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.20582-55-2,Ethyl 4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

(1) A mixture was prepared by adding 2.10 g of potassium hydrogen carbonate, 44 mg of palladium chloride (II) and 205 mg of a copper bromide (I) dimethylsulfide complex to 2.20 g of 5-bromo-2-fluoronitrobenzene and the resulting mixture was suspended in 20 mL of toluene. Subsequently, a reaction mixture solution prepared by adding 2.05 g of ethyl 4-methyl-1,3-thiazole-5-carboxylate, 92.5 muL of isobutyric acid and 228 mg of di-t-butylcyclohexylphosphine to the resulting suspension was heated at 120C for 14 hours under a nitrogen atmosphere. The reaction mixture solution was celite-filtered to remove insoluble matter and water was added to the filtrate, and extraction was performed using ethyl acetate. The organic layer was washed with saline and dried and concentrated under reduced pressure. The resulting crude product was separated and purified by silica gel column chromatography to obtain 2.28 g of ethyl 2-(4-fluoro-3-nitrophenyl)-4-methyl-1,3-thiazole-5-carboxylate. ESI/MS m/e: 311.0 (M++H, C13H12FN2O4S)

20582-55-2, 20582-55-2 Ethyl 4-methylthiazole-5-carboxylate 298610, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Teijin Pharma Limited; KAWANA, Asahi; KANAZAWA, Chikashi; TAKAHASHI, Yoshimasa; SHIRAKURA, Takashi; EP2952513; (2015); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica