Heterocyclic Building Blocks-Thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4175-77-3,2,4-Dibromothiazole,as a common compound, the synthetic route is as follows.

a) Synthesis of 4-bromothiazol A solution of 10.0 g (41.2 mmol) 2,4-dibromothiazol in ether (210 ml) was cooled to -78¡ã C. and 28.3 ml (45.3 mmol, 15percent in hexane) n-butyllithium was added in drops at this temperature. After 30 min of stirring, 3.3 ml (82.3 mmol) methanol was added at -78¡ã C. to the reaction mixture. Heating was subsequently performed to RT over a period of 16 h. The reaction mixture was filtered over silica gel and washed with a n-hexane/AE mixture (2:1). The filtrate was concentrated in a vacuum, whereby 6.7 g (40.9 mmol, 99percent) 4-bromothiazol was obtained.

As the paragraph descriping shows that 4175-77-3 is playing an increasingly important role.

Reference£º
Patent; Grunenthal GmbH; US2008/261996; (2008); A1;,
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19654-14-9, 2-(3-Bromophenyl)benzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a two-neck 250 mL flask, 2.5 g (5.12 mmol) of Int.3,Intermediate (13) 1.63 g (5.63 mmol0.29 g (0.25 mmol) of Pd(PPh3)4,100 mL of toluene,50 mL of EtOH and 5.12 mL (10.2 mmol) of 2M K2CO3 were mixed, it was refluxed. After the reaction was completed, the reaction mixture was cooled at room temperature and the resulting solid was filtered with EtOH.The solid was dissolved in chloroform and purified by silica gel column chromatography (CHCl3: HEX). Ethyl acetate (EA) was solidified and filtered to obtain 1.62 g (yield: 55.7%) of a beige solid compound 4-415 (WS16-30-211).

19654-14-9 2-(3-Bromophenyl)benzothiazole 6382460, athiazole compound, is more and more widely used in various.

Reference£º
Patent; Raepto Co., Ltd.; Kim Gyu-ri; Go Byeong-su; Kim Hye-jeong; Ryu Yong-jae; Im Cheol-su; Park Yong-pil; Yoon Jeong-hun; Han Gap-jong; Oh Yu-jin; (85 pag.)KR2017/142950; (2017); A;,
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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.

General procedure: The desired compounds, (Z)-5-(substituted benzylidene)-2-iminothiazolidin-4-one analogues (1a- 1l) (Figure 1), were prepared by Knoevenagel condensation.With one exception, refluxing a solution of appropriate benzaldehydes and pseudothiohydantoinin acetic acid in the presence of NaOAc produced (Z)-5-benzylidene-2-iminothiazolidin-4-ones as a single stereoisomer in yields of 41.4-94.1%. A Knoevenagel condensation between 2,4-dimethoxy benzaldehyde and pseudothiohydantoin under the same conditions gave amixture of (E)- and (Z)-5-(2,4-dimethoxybenzylidene)-2-iminothiazolidin-4-ones. These compounds could not be easily separated by conventional silica gel column chromatography. Milder reaction conditions capable of accomplishing the Knoevenagel condensation were needed to synthesize only (Z)-stereoisomer. Interestingly,heating a solution of 2,4-dimethoxy benzaldehyde and pseudothiohydantoin in ethanol:H2O (1:1) in the presence of 1.0 equiv. of piperidine as a base catalyst at 80 C afforded the corresponding (Z)-stereoisomer(1l) as a sole product. A suspension of an appropriate benzaldehyde (300 mg, 1.53-2.46 mmol), pseudothiohydantoin(1.1 eq.), and sodium acetate (3.0 eq.) in acetic acid (1 mL/1 mmol of benzaldehyde) was refluxed for 3-7 h. The reaction mixture was cooled and water was added. The resulting precipitates were filtered, and washed with water and, if necessary, a small amountof methylene chloride or ethyl acetate, to produce (Z)-5-(substituted benzylidene)-2-iminothiazolidin-4-oneproducts (1a – 1k) in 41.4-94.1% yields. The resulting precipitates were filtered, and washed with water,ethyl acetate and methylene chloride to give (Z)-5-(2,4-dimethoxybenzylidene)-2-iminothiazolidin-4-one (1l) all final products were confirmed by 1H and 13C NMR spectroscopy and mass spectroscopy.

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

Reference£º
Article; Jung, Hee Jin; Lee, Min Jung; Park, Yeo Jin; Noh, Sang Gyun; Kyoung; Moon, Kyoung Mi; Lee, Eun Kyeong; Bang, Eun Jin; Park, Yun Jung; Kim, Su Jeong; Yang, Jungho; Ullah, Sultan; Chun, Pusoon; Jung, Young Suk; Moon, Hyung Ryong; Chung, Hae Young; Bioscience, Biotechnology and Biochemistry; vol. 82; 5; (2018); p. 759 – 767;,
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45865-42-7, 5-(tert-Butyl)-4-methylthiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the solution of 5-tert-Butyl-4-methyl-thiazol-2-ylamine (1.12 g, 6.6 mmol) in dryDMF (20 mL) was added triethylamine (0.92 mL, 1 eq). 2,2,2-trichloroethyl chloroformate (0.9 mL, 6.6 mmol) was added in a dropwise manner at room temperature. The reaction mixture was stirred at room temperature for 3 hrs. Dry DMF (40 mL) was added, washed with brine (320 mL), water (220 mL), dried, filtered, concentrated to afford compound 4, (5-tert-butyl-4-methyl-thiazol-2-yl)-carbamic acid 2,2,2-trichloro-ethyl ester (1.40 g, 4.0 mmol, 61%) as a white solid.MS: 347.0 (M+1)1HNMR (DMSO-d6) ppm: 1.26 (9H, s), 2.12 (3H, s), 4.90 (2H, s)

The synthetic route of 45865-42-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Du, Xiaomin; Hao, Yan; Zhang, Lanying; US2010/298385; (2010); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.119256-40-5,4,6-Difluorobenzothiazol-2-ylamine,as a common compound, the synthetic route is as follows.

EXAMPLE 5 5-Methyl-thiophene-2-carboxylic acid (4.6-difluoro-benzothiazol-2-yl)-amide Using 2-amino-4,6-difluoro-benzothiazole and 5-methyl-thiophene-carboxylicacid chloride the title compound was prepared as a yellow solid (74% yield), MS: m/e=310 (M+).

As the paragraph descriping shows that 119256-40-5 is playing an increasingly important role.

Reference£º
Patent; Alanine, Alexander; Flohr, Alexander; Miller, Aubry Kern; Norcross, Roger David; Riemer, Claus; US2002/45615; (2002); A1;,
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10200-59-6, 2-Thiazolecarboxaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Thiazole-2-carbaldehyde (301 mg, 2.66 mmol) was dissolved in methanol (15 mL) at 0 ¡ã C,Sodium borohydride (151 mg, 3.99 mmol) was added to the system and reacted for 2 h. The reaction solution was poured into water (10 mL)The solvent was spin-dried, extracted with ethyl acetate (15 mL ¡Á 3), washed with saturated brine (15 mL), dried over anhydrous sodium sulfate,The solvent was removed and the residue was subjected to column chromatography (eluent:PE / EtOAc (v / v) = 5/1) to give 285 mg of a pale yellow oil, yield: 93percent.

As the paragraph descriping shows that 10200-59-6 is playing an increasingly important role.

Reference£º
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Bing; Bai Shun; Zhou Youbo; Yang Tiping; He Wei; Zhang Yingjun; Zheng Changchun; (103 pag.)CN106749268; (2017); A;,
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78364-55-3, 6-Fluoro-2-hydrazinylbenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of compound 2 (0.0549 g, 0.0003 mol), the appropriate aromatic aldehyde (0.00033 mol) and glacial acetic acid (0.1 mL) in ethanol (5 mL) was heated under microwave (20 W) at 80 ¡ãC for 10 min. On cooling, the precipitated solid was collected by filtration, washed with water, dried and crystallized to give compounds 3-29.

As the paragraph descriping shows that 78364-55-3 is playing an increasingly important role.

Reference£º
Article; Gabr, Moustafa T.; El-Gohary, Nadia S.; El-Bendary, Eman R.; El-Kerdawy, Mohamed M.; Ni, Nanting; Chinese Chemical Letters; vol. 27; 3; (2016); p. 380 – 386;,
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22900-83-0, Ethyl 2-bromo-4-methylthiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 4-aminothiophenol (1.25 g, 10.0 mmol), ethyl 2-bromo-4-methylthiazole-5-carboxylate (2.75 g, 11.0 mmol) and potassium carbonate (1.52 g,11.0 mmol) in acetonitrile (10 mL) was heated to 80 ¡ãC and stirred for 20 hours under an N2 atmosphere. The reaction mixture was then cooled to rt. The resulting mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 10/1) to give the title compound as a white solid (1.0 g,34.0percent). The compound was characterized by the following spectroscopic data:LC-MS (ESI, pos. ion) m/z: 295.1 [M + H] and?H NMR(400 MHz, CDC13) (ppm): 7.46 (d, J = 8.4 Hz, 2H), 6.77 (d, J = 8.4 Hz, 2H), 4.25 (q, J 7.2 Hz, 2H), 2.67 (s, 3H), 1.30 (d, J 7.2 Hz, 3H).

As the paragraph descriping shows that 22900-83-0 is playing an increasingly important role.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; CHENG, Changchung; WO2015/169180; (2015); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.182344-57-6,4-Bromo-2-chlorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

EXAMPLE 183 (+)-(4aR)-(10bR)-4-methyl-8-(4-bromo-2-benzothiazolylthio)-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one A 15 mL round bottom flask was charged with (+)-(4aR)-(10bR)-4-methyl-8-mercapto-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one (100 mg, 0.38 mmol), potassium carbonate (158 mg, 1.14 mmol), 2-chloro-4-bromobenzothiazole (114 mg, 0.46 mmol) and 1 mL of anhydrous dimethylformamide, fitted with a reflux condenser, and the stirred mixture was heated at 60, under nitrogen, for 18 h. The mixture was cooled, diluted with ethyl acetate (75 mL) and washed with brine (2*25 mL). The combined organic extracts were dried over sodium sulfate, concentrated, and purified by silica gel chromatography (ethyl acetate eluent) to give 142 mg (79%) of the title compound as an off white solid. mp 206-210. FDMS: m/e=474. alpha[D]589 =+56.25 (c=0.59, chloroform).

182344-57-6 4-Bromo-2-chlorobenzo[d]thiazole 2049865, athiazole compound, is more and more widely used in various.

Reference£º
Patent; Eli Lilly and Company; US5550134; (1996); A;; ; Patent; ELi Lilly and Company; US5629007; (1997); A;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51640-36-9,2-Chlorothiazole-5-carbonitrile,as a common compound, the synthetic route is as follows.

To a solution of Example 1A (1.18 g, 7.75 mmol) in N,N-dimethylformamide (50 mL) was added potassium carbonate (1.1 g, 7.96 mmol), 2-chlorothiazole-5-carbonitrile (CAS 51640-36-9, 1.12 g, 7.75 mmol) and then the reaction was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate (100 mL) and washed with water (3¡Á50 mL) and brine (50 mL). The organics were dried over magnesium sulfate, filtered, and evaporated. The product was purified via silica-gel column chromatography using dichloromethane as the eluent. The title compound was obtained as white solid (2.0 g), 1H NMR (300 MHz, CDCl3) delta ppm 7.76 (s, 1H) 7.12-7.23 (m, 2 H) 6.87-7.00 (m, 2 H) 4.44-4.65 (heptet, J=6.25 Hz, 1 H) 1.36 (d, J=6.25 Hz, 6 H), MS (DCI): m/z 261 (M+H)+.

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

Reference£º
Patent; Gu, Yu Gui; Weitzberg, Moshe; Xu, Xiangdong; Clark, Richard F.; Zhang, Tianyuan; Li, Qun; Hansen, Todd M.; Sham, Hing; Beutel, Bruce A.; Camp, Heidi S.; Wang, Xiaojun; US2007/225332; (2007); A1;,
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