Heterocyclic Building Blocks-Thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.120-75-2,2-Methylbenzothiazole,as a common compound, the synthetic route is as follows.

Synthesis of the intermediate 1-benzyl-2-methylbenzothiazole quaternary ammonium salt. 20 mmol of 2-methylbenzothiazole and 22 mmol of benzyl bromide are added under argon protection into a 50 ml round-bottom flask containing 20 ml toluene, and the reaction mixture is stirred and heated to reflux for 24 hours. After the mixture cools down, the precipitate is filtered and the filter cake is washed with ethyl ether and dried to yield a pale-pink solid powder in a crude yield of 58%., 120-75-2

The synthetic route of 120-75-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SHENZHEN MINDRAY BIO-MEDICAL ELECTRONICS CO., LTD.; US2009/17441; (2009); A1;,
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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: The mixture of 6-fluoro-2-hydrazinylbenzo[d]thiazole (2) (0.01 mol) and benzalde-hyde/substituted benzaldehyde (0.01 mol) was reuxed in ethanol (15 ml) at 70?80 ¡ãC for 3 h. The separated product obtained was ltered off, washed withdistilled water and recrystallized from methanol to give the correspondinghydrazone. The product obtained was further dissolved in acetic acid (20 ml) atroom temperature followed by the addition of sodium acetate (0.5 g). Bromine(2 mmol) in acetic acid (10 ml) was added dropwise to the reuxing reactionmixture. After 1 h, the mixture was poured onto crushed ice (100 g). The precipitateobtained was ltered off and crystallized from ethanol-dimethylformamide (1:1) togive crystals of (3a?3t)., 78364-55-3

The synthetic route of 78364-55-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Kukreja, Sharu; Sidhu, Anjali; Sharma, Vineet K.; Research on Chemical Intermediates; vol. 42; 12; (2016); p. 8329 – 8344;,
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615-21-4,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.

A three-necked reactor equipped with a thermometer was charged with 5.00 g (30.3 mmol) of 2-hy- drazinobenzothiazole and 40 ml of N-methylpyrrolidone under a nitrogen stream to prepare a homogeneous solution. After the addition of 1.82 g (45.4 mmol) of sodium hydroxide and 4.90 g (36.3 mmol) of 4-bromo-1-butene to the solution, the mixture was stirred at 25 C. for 3 hours. After completion of the reaction, the reaction mixture was cooled to 5 C., and 40 ml of water was added to the reaction mixture to precipitate a solid, which was filtered off. The solid was washed with 10 ml of water and 25 ml of heptane, and dried using a vacuum dryer to obtain 6.00 g of a compound 10 as a white solid (conversion rate: 94.0%, reaction selectivity: 96.6%, yield: 84.9%).The structure of the target product was identified by ?H-NMR.10107] ?H-NMR (500 MHz, CDC13, TMS, oe ppm): 7.60 (d, 1H, J=7.8 Hz), 7.54 (d, 1H, J=7.5 Hz), 7.30 (dd, 1H, J=7.8 Hz, 7.8 Hz), 7.07 (dd, 1H, J=7.5 Hz, 7.8 Hz), 5.89 (ddt, 1H, J=10.3 Hz, 17.0 Hz, 7.0 Hz), 5.18 (dd, 1H, J=1.5 Hz, 17.0 Hz), 5.09 (dd, 1H, J=1.5 Hz, 10.3 Hz), 4.27 (s, 2H), 3.86 (t, 2H, J=7.0 Hz), 2.53 (dt, 2H, J=7.0 Hz, 7.0 Hz)

The synthetic route of 615-21-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ZEON CORPORATION; SANUKI, Kanako; OKUYAMA, Kumi; (12 pag.)US2017/8862; (2017); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.88982-82-5,4-Bromo-1,3-thiazole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

88982-82-5, Step A:4-bromothiazole-2-carboxylic acid (1, 5.0 g, 24.0 mmol)Dissolved in ethylene glycol dimethyl ether (60mL)And water (20mL),Add 3,4-methyleneoxybenzeneboronic acid (29, 6.0 g, 36.0 mmol)And anhydrous potassium carbonate (5.0 g, 36 mmol),Then tetrakis(triphenylphosphine)palladium (1.4 g, 1.2 mmol) was added.The resulting mixture is heated under nitrogen toStir at 98 C for 24 hours.TLC analysis indicated the end of the reaction.The reaction solution was cooled to room temperature.Then add water (200 mL),The pH was adjusted to 2-3 with 6M hydrochloric acid.Filtered, the filter cake is dissolved in dichloromethane,The organic layer was washed with 20 mL of saturated sodium bicarbonate solution.Divide the water layer,The aqueous layer was adjusted to pH 2-3 with a 6M hydrochloric acid solution.Filter the solid,The filter cake is washed with water to neutrality.The filter cake was dried to give compound 30 (5.0 g).Yield: 84.0%.

88982-82-5 4-Bromo-1,3-thiazole-2-carboxylic acid 15122065, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Zhejiang Haizheng Pharmaceutical Co., Ltd.; Wang Haibo; Zheng Xiaohe; Cai Zhengjiang; Zheng Shan; Ye Zhengchun; Ma Huidan; Lin Haiming; (54 pag.)CN108623532; (2018); 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.90533-23-6,4-(3-Chlorophenyl)thiazol-2-amine,as a common compound, the synthetic route is as follows.

General procedure: (iv) 10a-10n (2 mmol, 1.0 equiv.) wasdissolved in dry dichloromethane (10 mL), and the reaction was followed to add 5-nitro-2-furoicacid (2.4 mmol, 1.2 equiv.), DMAP (2.4 mmol, 1.2 equiv.), EDCI (4 mmol, 2.0 equiv.),then stirred under room temperature for 1 day. The reaction mixture wasquenched with H2O (10 mL) and extracted with dichloromethane (2*30 mL).The combined organic layers were washed in turn with 2N HCl (20 mL), H2O(20 mL) and brine (20 mL). The organic layer was collected, dried overanhydrous Na2SO4 and concentrated in vacuo. The residue waspurified by column chromatography on silica gel (hexane/EtOAc=8:1 to 4:1) toprovide 12a-12n. 11a and 11b were prepared by thesame way, just starting from 10b and replacing 5-nitro- furic with2-furoic acid and 4-nitrobenzoic acid. The yield was 29~80%., 90533-23-6

The synthetic route of 90533-23-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ran, Kai; Gao, Chao; Deng, Hongxia; Lei, Qian; You, Xinyu; Wang, Ningyu; Shi, Yaojie; Liu, Zhihao; Wei, Wei; Peng, Cuiting; Xiong, Lu; Xiao, Kunjie; Yu, Luoting; Bioorganic and Medicinal Chemistry Letters; vol. 26; 15; (2016); p. 3669 – 3674;,
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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.28620-12-4,6-Nitro-2-benzothiazolinone,as a common compound, the synthetic route is as follows.

Compound 47 (0.5?mmol) was dissolved in 1?mL dry DMF. Potassium carbonate (0.75?mmol) and 1-bromopentyl chloride (1.2?mmol) were added to the solution. The mixture was stirred at 80?C overnight. The solvent was evaporated under reduced pressure. The residue was dissolved in ethyl acetate (10?mL) and washed with water (2?*?10?mL). The organic layer was dried over MgSO4 and evaporated under reduced pressure. The product was purified by silica gel column chromatography (dichloromethane/petroleum ether 50:50, v/v). A yellow powder was obtained: yield 69%; mp 55?+-?1?C; 1H NMR (CDCl3) delta 8.37 (d, J?=?2.3?Hz, 1H), 8.25 (dd, J?=?2.3; 8.9?Hz, 1H), 7.14 (d, J?=?8.9?Hz, 1H), 4.01 (t, J?=?7.5?Hz, 2H), 1.75 (m, 2H), 1.40 (m, 4H), 0.90 (t, J?=?7.0?Hz, 3H); LC-MS (APCI+) m/z 267.1 (MH+).

28620-12-4, 28620-12-4 6-Nitro-2-benzothiazolinone 641571, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Leleu-Chavain, Natascha; Baudelet, Davy; Heloire, Valeria Moas; Rocha, Diana Escalante; Renault, Nicolas; Barczyk, Amelie; Djouina, Madjid; Body-Malapel, Mathilde; Carato, Pascal; Millet, Regis; European Journal of Medicinal Chemistry; vol. 165; (2019); p. 347 – 362;,
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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.556-90-1,2-aminothiazol-4(5H)-one,as a common compound, the synthetic route is as follows.

556-90-1, General procedure: To a solution of the pseudothiohydantoin 6a (139 mg, 1.2 mmol), and sodium acetate (328 mg, 4.0 mmol) in acetic acid (5 ml) was added 5-phenyl-2-furaldehyde 5a (172 mg,1.0 mmol) at 25C. The solution was refluxed at 135C for 12 h. The precipitate was filtered and washed with water and diethyl ether. The filter cake was dried under high vacuum to afford 230 mg (85%) of compound 7a as an orange solid.

556-90-1 2-aminothiazol-4(5H)-one 11175, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Jung, Michael E.; Ku, Jin-Mo; Du, Liutao; Hu, Hailiang; Gatti, Richard A.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 19; (2011); p. 5842 – 5848;,
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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.133840-96-7,2-Chloro-6-(trifluoromethoxy)benzo[d]thiazole,as a common compound, the synthetic route is as follows.

In a 250-mL round-bottom flask, 2-chloro-6-trifluoromethoxy-1,3-benzothiazole (5.36 g, 21.14 mmol) and 4-bromo-2-fluoroaniline (4.82 g, 25.36 mmol) were combined in 100 mL n-butanol containing 1% 4.0 M HCl in dioxane, and heated at 90 C. overnight. The mixture was cooled to rt and the solvent was removed under reduced pressure. Ethyl acetate (50 mL) was added, and the mixture was ultrasonicated by suspending the flask in an ultrasonication bath for 30 minutes. The mixture was filtered, and the filtrate was concentrated under reduced pressure. Acetonitrile (50 mL) was added to the mixture, which was then ultrasonicated for 30 minutes and then filtered to provide the product as a white solid (5 g, 58%). LC-MS m/z 409.1 (MH+), ret. time 4.02 min.

133840-96-7, The synthetic route of 133840-96-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bayer Pharmaceuticals Corporation; US2004/224997; (2004); 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.5198-88-9,2-Bromothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.,5198-88-9

Compound 134 (0.96 g, 3.85 mmol) was dried in the tared reaction flask and weighed. This was dissolved in 30 mL dichloromethane, and 10 mL dimethylformamide was added along with a magnetic stir bar. 2-Bromothiazole-4-carboxylic acid (800.6 mg, 3.85 mmol) was weighed out and added. Diisopropylethylamine (1.0 mL, 5.7 mmol) was added followed by HATU (1.901 g, 5.00 mmol) and the reaction was stirred at room temperature overnight. This was concentrated directly onto silica and purified by column chromatography. Concentrating, then drying the pure fractions on high vacuum afforded 1.158 g of the title compound 136 (69% yield). 1H NMR (300 MHz, DMSO-d6) delta 12.14 (s, 1H), 8.57- 8.48 (m, 2H), 8.44 (s, 1H), 7.91 (ddd, J = 11.5, 8.4, 1.3 Hz, 1H), 7.52 (ddd, J = 8.4, 4.6, 3.8 Hz, 1H), 5.34 (d, J = 6.9 Hz, 1H), 4.52 (tt, J = 9.1, 7.3 Hz, 1H), 4.05 – 3.91 (m, 1H), 2.86- 2.72 (m, 2H), 2.39 (qd, J = 8.6, 2.8 Hz, 2H). m/z = 438/440 (M+H)+ (bromine isotopes).

As the paragraph descriping shows that 5198-88-9 is playing an increasingly important role.

Reference£º
Patent; RIGEL PHARMACEUTICALS, INC.; KELLEY, Ryan; LI, Hui; HECKRODT, Thilo; CHEN, Yan; MCMURTRIE, Darren; TSO, Kin; TAYLOR, Vanessa; SINGH, Rajinder; YEN, Rose; MAUNG, Jack; (256 pag.)WO2016/172560; (2016); 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.7238-62-2,Ethyl 2-chloro-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE 39 Preparation of Ethyl 2-(2′,4′-Dichlorophenoxy)-4-Methyl-5-Thiazolecarboxylate. A mixture of 6.24 g (0.03 mole) of ethyl 2-chloro-4-methyl-5-thiazolecarboxylate, 4.89 g (0.03 mole) of 2,4-dichlorophenol, 4.14 g (0.03 mole) of potassium carbonate and 40 ml. of acetone was held at reflux for 89 hours. Acetone was removed under reduced pressure. The residue was treated with 50 ml. of water and extracted with ether. The ether solution was washed successively with saturated sodium bicarbonate, 30 ml. of 10% sodium hydroxide and 50 ml. of water. The ether solution was dried (MgSO4) and concentrated. The residue was recrystallized from hexane to give 5.8 g (58%) of ethyl 2-(2′,4′-dichlorophenoxy)-4-methyl-5-thiazolecarboxylate as a white solid, m.p. 71-73 C. Anal. Calc’d. for C13 H11 Cl2 NO3 S: C, 47.00; H, 3.34; N, 4.22; Cl, 21.34. Found: C, 47.04; H, 3.34; N, 4.21; Cl, 21.36., 7238-62-2

As the paragraph descriping shows that 7238-62-2 is playing an increasingly important role.

Reference£º
Patent; Monsanto Company; US4199506; (1980); A;,
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Thiazole | chemical compound | Britannica