Heterocyclic Building Blocks-Thiazole

35272-15-2, 2-Methylthiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General Procedure: To a 100 mL round bottom flask equipped with a stir bar were added 2- methyl-l,3-thiazole-4-carboxylic acid (1.0 g, 6.98 mmol), potassium carbonate (3.86 g, 27.9 mmol), N,N-dimethylformamide (20 mL) and iodomethane (0.52 mL 8.38 mmol). The reaction mixture was stirred at room temperature over the weekend, diluted with ethyl acetate (100 mL) and washed with water (100 mL). The aqueous layer was then extracted with ethyl acetate (3×75 mL). The combined organic layer was washed with brine (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified on silica gel using hexanes:ethyl acetate = 80:20 to 50:50 in a gradient fashion, to give the desired product as an off-white solid (1.06 g, 97 percent). 1H NMR (300 MHz, CDCl3): delta 8.06 (s, IH), 3.95 (s, 3H), 2.78 (s, 3H).

As the paragraph descriping shows that 35272-15-2 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2007/87135; (2007); A2;,
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.80945-83-1,2-Chlorobenzothiazole-6-carbonitrile,as a common compound, the synthetic route is as follows.

Step B:; A solution of 2-chlorobenzothiazole-6-carbonitrile (14.9 g, 0.077 mol) in DMF (250 ml.) was added drop-wise at 100C to a mixture of anhydrous piperazine (60 g, 0.698 mol) and DMF (30OmL). Then the mixture was stirred for 2 h. Water (1 ,550 ml.) was added and the mixture was extracted with dichloromethane (5 x 500 ml_). The combined organic extracts was washed with water (6 x 500 ml_), dried (Na2SO4), filtered and evaporated to give a residue which was re-crystallised from ethyl acetate. This afforded 10.5 g (56 percent) of 2-(piperazin-1- yl)benzothiazole-6-carbonitrile. A mixture of this piperazine derivative (19.4 g, O.Odeltamol), sodium iodide (1.94 g), triethylamine (9.6 g, 0.095mol) and DMF (8OmL) was heated with stir- ring to give a red liquid. A solution of 2-bromopropane (14.7 g, 0.12mol) in DMF (8OmL) was added drop-wise at 117 0C within in 1 h. The reaction mixture was stirred at 1 10-117 0C for another 3 h and then allowed to cool to room temperature. Water (110 ml.) was added and the mixture was filtered. The filter cake was washed until the filtrate was colourless and then dried. The solid was dissolved in DMF (250 ml.) and filtered to remove a solid residue. Water (1000 ml.) was added to the filtrate with stirring to give a precipitate. The solid was isolated, washed with water and dried to give 9.4 g (41 percent) of 2-(4-lsopropylpiperazin-1-yl)benzo- thiazole-6-carbonitrile.1H-NMR delta 8.25 (s, 1 H), 7.61 (d, 1 H), 7.45 (d, 1 H), 3.55 (t, 4H), 2.68 (m, 1 H), 2.51 (m, 4H), 0.93 (d, 6H).

As the paragraph descriping shows that 80945-83-1 is playing an increasingly important role.

Reference£º
Patent; NOVO NORDISK A/S; WO2007/110364; (2007); 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.41731-83-3,Ethyl 2-bromothiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

To a mixture of ethyl 2-bromo-1 ,3-thiazole-5-carboxylate (1.01 g, 4.29 mmol), K2CO3 (2.0 g, 14.47 mmol) and Pd(Pt-Bu3)2 (280 mg, 0.548 mmol) in 1 ,4-dioxane (8 ml.) and water (1.6 ml.) was added 1 -methyl-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)- 1 H-pyrazole (1.76 g, 8.47 mmol) [prepared in Preparation 2]. The reaction was stirred at 120 0C for 45 min in a microwave reactor and cooled to room temperature. The mixture was partitioned between CHCI3 / H2O and the aqueous layer was washed several times with CHCI3. The combined organic fractions were dried over Na2SO4, concentrated, and purified via column chromatography (silica, 0-50%EtOAc/hexanes) affording the title compound (0.7 g, 61%) as a yellow solid: LC-MS (ES) m/z = 238 (M+H)+.

41731-83-3 Ethyl 2-bromothiazole-5-carboxylate 3614103, athiazole compound, is more and more widely used in various.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/158372; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

53332-78-8, Thiazol-2-ylmethanamine dihydrochloride is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 24.2-Chloro-7-methyl-8-propoxy-N-(thiazol-2-ylmethyl)-7H-purin-6- amine A mixture of 2,6-dichloro-7-methyl-8-propoxy-7H-purine (28 mg, 0.11 mmol), thiazol-2-ylmethanamine dihydrochloride (70 mg, 0.37 mmol) and triethylamine (0.16 mL, 1.14 mmol) in DMSO (1.5 mL) was stirred at 60 C for 2 h. After this time the mixture was cooled to room temperature, diluted with EtOAc and washed with water and brine. The organic layer was concentrated and the resulting residue was purified by column chromatography (silica, 0-5% MeOH in CH2Cl2) to provide 2-chloro-7-methyl- 8-propoxy-N-(thiazol-2-ylmethyl)-7H-purin-6-amine (21 mg, 56%): ESI MS (M+H) 339; 1H NMR (500 MHz, DMSO-d6) G 7.93 (s, 1H), 7.73 (d, J = 3.3 Hz, 1H), 7.61 (d, J = 3.3 Hz, 1H), 4.90 (s, 2H), 4.44 (t, J = 6.5 Hz, 2H), 3.73 (s, 3H), 1.84-1.76 (m, 2H), 0.99 (t, J = 7.4 Hz, 3H).

As the paragraph descriping shows that 53332-78-8 is playing an increasingly important role.

Reference£º
Patent; THE GENERAL HOSPITAL CORPORATION; UNITED STATES DEPARTMENT OF HEALTH AND HUMAN SERVICES; SLAUGENHAUPT, Susan, A.; JOHNSON, Graham; PAQUETTE, William, D.; ZHANG, Wei; MARUGAN, Juan; (306 pag.)WO2016/115434; (2016); 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.302964-24-5,2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide,as a common compound, the synthetic route is as follows.

5mmol N,N-dimethylglycine,2mmol CuI,20mmol 4,6-dichloro-2-methylpyrimidine is soluble100 mL of N,N-dimethylformamide (DMF),22 mmol of N-hydroxyethylpiperazine was added with stirring.40mmol K3PO4, stir at room temperature for 40min,22 mmol of 2-amino-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide was added with stirring.Passing N2 and reacting at 120 C for 6 h,The copper salt was dissolved in 50 mL of aqueous ammonia, and extracted with 50 mL of EtOAc (EtOAc).The crude product was added to 100 mL of an 80% aqueous ethanol solution, and stirred.2 g of activated carbon was added, refluxed for 30 min, filtered while hot, and the filtrate was recrystallized overnight, filtered, and the filter cake was washed with ice-cold 80% aqueous ethanol solution and dried.That is, 8.64 g of a white solid was obtained, the yield was 88.41%, and the purity was 99.92%.

As the paragraph descriping shows that 302964-24-5 is playing an increasingly important role.

Reference£º
Patent; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.; Shandong Yuxin Pharmaceutical Co., Ltd.; Gao Hongjun; Ren Qingwei; Zhang Qingdong; (12 pag.)CN109879869; (2019); A;,
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.20358-03-6,2-Amino-5-bromobenzothiazole,as a common compound, the synthetic route is as follows.

A mixture of 5-bromo-1,3-benzothiazol-2-amine (200 mg, 0.87 mmol, 1.0 eq.) and 4-nitrophenyl 5?bromo-2-hydroxybenzoate (325 mg, 0.96 mmol, 1.1 eq.) was melted at 200¡ãC for 80 minutes. The solid was taken up in ethanol and heated at reflux temperature during 20 minutes. The solid product was filtered and then, triturated with diethyl ether to afford26bas an off-white solid (160 mg, 43 percent).1H NMR(DMSO-d6, 600 MHz):d(ppm): 7.03 (1H, d, J3-4= 8.7Hz, H3), 7.52 (1H, dd, J6?-7?= 8.5Hz, J6?-4?= 1.4Hz, H6?), 7.64 (1H, dd, J4-3= 8.7Hz, J4-6= 2.3Hz, H4), 7.94 (1H, bs, H4?), 8.00 (1H, d, J7?-6?= 8.5Hz, H7?), 8.04 (1H, d, J6-4= 2.3Hz, H6), 12.25 (1H, bs, amide H).13C NMR (DMSO-d6, 150 MHz):d(ppm): 111.0 (C5), 119.7 (C5?), 119.9 (C7a?), 120.1 (C3), 124.5 (C7?), 127.1 (C6?), 132.8 (C6), 137.3 (C4).HRMS calcd for C14H979Br81Br N2O2S: m/z = 428.8726, found: 428.8774.

The synthetic route of 20358-03-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Labriere, Christophe; Gong, Huansheng; Finlay, B. Brett; Reiner, Neil E.; Young, Robert N.; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 1 – 13;,
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.556-90-1,2-aminothiazol-4(5H)-one,as a common compound, the synthetic route is as follows.

General procedure: To a stirred solution of dimethyl acetylenedicarboxylate (0.14 g, 1 mmol) and 2-imino-1,3-thiazolidin-4-one (3) (0.118 g, 1 mmol) in anhydrous CH2Cl2 (5 mL) was added dropwise a solution of cyclohexyl isocyanide (0.083 g, 1 mmol) in anhydrous CH2Cl2 (3 mL) at rt over 10 min. The reaction mixture was then stirred for 24 h. The solvent was removed under reduced pressure and the residue purified by silica gel (Merck 230-240 mesh) column chromatography using hexane-EtOAc as eluent to yield 4a.

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

Reference£º
Article; Esmaeili, Abbas Ali; Zangouei, Mahdieh; Fakhari, Ali Reza; Habibi, Azizollah; Tetrahedron Letters; vol. 53; 11; (2012); p. 1351 – 1353;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

61323-26-0, Ethyl 5-methylthiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N, N’-dimethyl-3,3′-dithiodipropionamide, ethyl acetate and potassium iodide were continuously fed into the preheating system at a ratio of 100: 500: 0.2,Preheat the mixture to 40 ~ 45 C.The solid-liquid mixture is uniformly mixed into a slurry through a static mixer, and then sent to a pipeline reactor for reaction. The pipeline reactor is fed with chlorine gas at multiple points and controlled by a temperature control system.The reaction temperature is 50 to 55 C, and the residence time is 15 minutes.After the reaction liquid from the pipeline reactor is separated by gas and liquid, it enters the post-processing system.After the post-treatment process, a 14% CMIT / MIT aqueous solution was obtained, the chlorine ratio was 3: 1, and the yield was 95%.During the process, all hydrogen chloride gas enters the hydrogen chloride absorption system to produce by-product hydrochloric acid.

As the paragraph descriping shows that 61323-26-0 is playing an increasingly important role.

Reference£º
Patent; Dalian Baiao Chemical Co., Ltd.; Zhao Jianxin; Han Yi; Chen Qi; Qiang Xinxin; Yang Zhaohui; Qu Zhenbin; Zhang Yulong; Yang Mingcheng; Liu Shukuan; Liu Fang; Gu Zhenpeng; (7 pag.)CN110483438; (2019); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

3034-48-8, 2-Bromo-5-nitrothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(1) 1-(5-Nitrothiazol-2-yl)piperazine To a solution of piperazine (18.2 g) and potassium carbonate (12.6 g) in acetonitrile (150 ml) was added 2-bromo-5-nitrothiazole (14.7 g) at 40¡ã C. and the mixture was stirred at 60¡ã C. for 40 min. The reaction mixture was poured into water and extracted with chloroform. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated to give a brown solid (11.2 g). The obtained brown solid was purified by silica gel column chromatography (developing solvent; chloroform_methanol=9:1) to give the title compound (4.8 g) as yellow crystals. 1H-NMR(DMSO-d6)(delta: 2.80(4H, t, J=5.3 Hz), 3.55(4H, t, J=5.3 Hz), 8.37(1H, s); MS(EI): 214(M+);

As the paragraph descriping shows that 3034-48-8 is playing an increasingly important role.

Reference£º
Patent; Mitsubishi Pharma Corporation; US6455528; (2002); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

39136-60-2, 5-Ethylthiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-(6-Methyl-1 H-indol-3-yl)acetic acid (100 mg, 0.53 mmol) was dissolved in DMF (7mL). 5-Ethylthiazol-2-amine (74.5 mg, 0.58 mmol) and DIPEA (0.18 mL, 0.7mmol) were added. PyBOP (302.5 mg, 0.58 mmol) was added and the reaction was stirred for 16 h at room temperature. The solvent was removed in vacuo. The residue was dis20 solved in EtOAc and washed twice with sat. aq. sodium bicarbonate solution, once withwater and once with sat. aq. sodium chloride solution. The organic phase was evaporated and the residue was purified by flash chromatography (gradient: 20-100% ethyl acetate in n-heptane). The solvent was evaporated and the title compound was obtained as an orange solid (107 mg, 0.36 mmol, 68% yield). UPLO-MS (Positive mode)m/z 300 (M+H). Retention time 1 .525 mm.

39136-60-2 5-Ethylthiazol-2-amine 12737257, athiazole compound, is more and more widely used in various.

Reference£º
Patent; EUROPEAN MOLECULAR BIOLOGY LABORATORY; WILL, David William; REID, George; CHARAPITSA, Iryna; LEWIS, Joe; (118 pag.)WO2018/229195; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica