Category: thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3829-80-9,Methyl 2-amino-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.,3829-80-9

A mixture of bromoacetaldehyde diethyl acetal (29.3 mmol, 1.26eq) in water (200 mL) is treated dropwise with cone, hydrochloric acid (3.0 mL), stirred for 14h at RT and heated for additional 30 min at 800C. After cooling to RT NaHCO3 (37.9 mmol) is added carefully and the mixture is stirred for 2h and treated with 2-Amino-4-methyl-thiazole-5- carboxylic acid methyl ester (23.2 mmol, l.OOeq). After Ih dioxane (130 mL) is added and the mixture is stirred at RT for 30 min and at 1000C for 48h. The organic solvents are removed in vacuo and the mixture is extracted several times with DCM and chloroform. The combined organic layers are dried over Na2SO4 and concentrated in vacuo to give the desired ester which is used without further purification. LC-MS: tR = 0.55 min; [M+H]+ = 197.0.

As the paragraph descriping shows that 3829-80-9 is playing an increasingly important role.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/81399; (2008); A2;,
Thiazole | C3H3NS – PubChem
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541-58-2, 2,4-Dimethylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,541-58-2

General procedure: Typically, (hetero)aryl bromide (1.0 mmol), thiazole derivatives(2.0 mmol), Pd-PEPPSI complexes (0.01e0.5 mol%), base (2 mmol),acid additive (0.3 mmol), and 3mL of DMAc solvent were addedinto a parallel reactor. After heating at 130 C for 4 h, the resultingmixture was cooled to room temperature. Subsequently, 25mL ofwater and 20 mL of dichloromethane were added into the reactor,and the mixture was stirred for another several minutes, followedby extraction three times with dichloromethane (3 x 5 mL). Theorganic layer was then combined, dried over anhydrous sodiumsulfate, filtered, and evaporated under reduced pressure to give thecrude products. The crude products were then purified by silica-gelcolumn chromatography using petroleum etheredichloromethane(15/1) as the eluent. The obtained pure products were characterizedby 1H NMR and 13C NMR spectroscopy, and the spectra can be foundin the Supporting Information. And the isolated yields of productswere obtained based on the amounts of (hetero)aryl bromides.

541-58-2 2,4-Dimethylthiazole 10934, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Ma, Bei-Bei; Lan, Xiao-Bing; Shen, Dong-Sheng; Liu, Feng-Shou; Xu, Chang; Journal of Organometallic Chemistry; vol. 897; (2019); p. 13 – 22;,
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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.106092-09-5,(S)-(-)-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole,as a common compound, the synthetic route is as follows.

Weigh 1.5g of 2-methyl-3-oxopentanoic acid, 1.9g of (S) -2,6-diamino-4,5,6,7-tetrahydrobenzothiazole and 2.3g of triethylamine In a 100 mL single-necked flask, 20 mL DMF was added and stirred well followed by 5.2 g HBTU. The reaction system was stirred at room temperature for 3h. The reaction mixture was diluted with 50 mL of water and extracted three times with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate. The resulting residue was purified by column chromatography to give 2.4 g of light yellow solid with a yield of 74.1%

106092-09-5, 106092-09-5 (S)-(-)-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole 11521153, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Chengdu Beite Pharmaceutical Co., Ltd.; Liu Guanfeng; Huang Haoxi; Ren Junfeng; Wu Xiancai; Chen Tonghun; Li Yingfu; Su Zhonghai; (9 pag.)CN106749092; (2017); A;,
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3034-52-4, 2-Chlorothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 53 Preparation of 2-chlorothiazole-5-carboxaldehyde (Prepared by the Literature Procedure: I. Sawhney and J. R. H. Wilson. J. Chem. Soc. Perkin Trans I, 1990, 329-331) To a solution of 2-chlorothiazole (see Example 51, 500 mg, 4.2 mmol) in distilled tetrahydrofuran (7 mL) at -78 C. was added n-butyllithium (2.5M solution in hexane, 4.5 mmol, 1.78 mL) slowly dropwise. After stirring 10 min at -78 C., N,N-dimethylformamide (5.4 mmol, 0.42 mL) was added and the reaction was warmed slowly to room temperature over 2 h. The reaction mixture was then poured slowly onto 2N hydrochloric acid solution (10 mL), stirred 5 min and then was made basic with 50% ammonium hydroxide solution. The water layer was extracted with dichloromethane (2*50 mL) and the combined organic layers were washed with brine (25 mL), dried (MgSO4), filtered and concentrated in vacuo. The residue was flash chromatographed (silica gel, 20% ethyl acetate in petroleum ether) to yield 2-chlorothiazole-5-carboxaldehyde (387 mg, 62% yield) as a yellow solid.

3034-52-4, As the paragraph descriping shows that 3034-52-4 is playing an increasingly important role.

Reference£º
Patent; Fotouhi, Nader; Gillespie, Paul; Guthrie, Robert William; Pietranico-Cole, Sherrie Lynn; Yun, Weiya; US2002/161237; (2002); A1;,
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14527-41-4, 5-Thiazolecarboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Preparation 8 5-Fluoro-N-methoxy-N-methylthiophene-2-carboxamide To a stirred solution of 5-fluorothiophene-2-carboxylic acid (33.95 g, 232.3 mmol) in tetrahydrofuran (465 mL) at 0 C. under nitrogen is added N,O-dimethylhydroxylamine hydrochloride (45.32 g, 464.6 mmol), 1-hydroxybenzotriazole monohydrate (53.36 g, 348.5 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (89.1 g, 464.6 mmol), and diisopropylethylamine (162 mL, 929 mmol). The mixture is allowed to warm to room temperature over 18 hours. The mixture is diluted with water (500 mL) and extracted with ethyl acetate (500 mL). The aqueous phase is re-extracted twice with ethyl acetate (300 mL). The combined organic extracts are dried over sodium sulfate, filtered, and concentrated under reduced pressure. The liquid residue is purified by silica gel chromatography eluting with hexanes/ethyl acetate (3:1) to give the title compound (38.28 g, 87%) as a pale yellow liquid. ES/MS (m/e): 190 (M+H). The following compound is prepared essentially by the method of preparation 8 using the appropriate thiazole carboxylic acid.The following compound is prepared essentially by the method of preparation 8 using the appropriate thiazole carboxylic acid., 14527-41-4

As the paragraph descriping shows that 14527-41-4 is playing an increasingly important role.

Reference£º
Patent; Eli Lilly and Company; BECK, James Peter; GREEN, Steven James; LOPEZ, Jose Eduardo; MATHES, Brian Michael; MERGOTT, Dustin James; PORTER, Warren Jaye; RANKOVIC, Zoran; SHI, Yuan; WATSON, Brian Morgan; WINNEROSKI, JR, Leonard Larry; US2013/261111; (2013); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

13838-78-3, 5-Methylthiazole-2-carbaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 3; 2-[[N-(5-Methyl-1 ,3-thiazol-2-yl)methylene]amino]-3-(1 ,3-thiazol-4-yl)propanoic acid, te/1-butyl ester A mixture of 2-amino-3-(1 ,3-thiazol-4-yl)propanoic acid, terf-butyl ester (Intermediate 2; 2.90 g, 12.7 mmol), 5-methyl-1 ,3-thiazole-2-carboxaldehyde (1.62 g, 12.7 mmol) and magnesium sulfate (ca. 1g) in dichloromethane (70 mL) was stirred at room temperature for 18 hours. The reaction mixture was filtered, and the filtrate was evaporated to remove solvent, to give the title compound as an oil.1H NMR (CDCI3): delta 8.75 (d, 1 H), 8.11 (s, 1 H), 7.55(br, 1 H), 7.02 (d, 1 H), 4.45 (dd, 1 H), 3.56 (dd, 1 H), 3.33 (dd, 1 H), 2.50 (br s, 3H) and 1.44 (s, 9H)., 13838-78-3

The synthetic route of 13838-78-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2006/45613; (2006); A1;,
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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

4-Fluorophenol (Sigma-Aldrich; 2 g; 17.84 mmol), ethyl 2-bromo-4-methylthiazole-5- carboxylate (Ark Pharm; 4 g; 16 mmol), and cesium carbonate (Sigma-Aldrich; 6.24 g; 19.15 mmol) were thoroughly mixed in 32 ml anhydrous dimethylsulfoxide, and the resulting slurry stirred vigorously 16 h at 45¡ãC. After cooling to 25¡ãC, the reaction mixture was poured into 200 ml water. Organics were extracted with 4×100 ml ether, and the pooled extracts were washed with 50 ml water, washed with 50 ml brine, dried over anhydrous sodium sulfate, filtered, and concentrated to 4.51 g brown solid. NMR showed the desired product, ethyl 2- (4-fluorophenoxy)-4-methylthiazole-5-carboxylate, which was used in the next step without further purification. Yield: 4.51 g (100percent).1H NMR (400 MHz, CDCb): d 7.21 (m, 2H), 7.05 (m, 2H), 4.28 (q, 2H),) 2.48 (s, 3H), 1.32 (t, 3H, 22900-83-0

22900-83-0 Ethyl 2-bromo-4-methylthiazole-5-carboxylate 2824057, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; EBRIGHT, Richard H.; EBRIGHT, Yon W.; (72 pag.)WO2019/160873; (2019); A1;,
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349-49-5, 4-(Trifluoromethyl)thiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 3 2-Imino-3-methyl-4-trifluoromethyl-4-thiazoline fluorosulfonate 336 mg. of 2-amino-4-trifluoromethylthiazole was dissolved in 15 mg. CH2 Cl2. The flask was placed in an ice bath and 240 mg. of CH3 SO3 F in 5 ml. CH2 Cl2 was added. The mixture was then placed in a refrigerator over the weekend. The colorless crystals were collected on a filter to give 450 mg. (80percent) of 2-imino-3-methyl-4-trifluoromethyl-4-thiazoline fluorosulfonate, m.p. 177¡ã-178¡ã C., 349-49-5

The synthetic route of 349-49-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Merck & Co., Inc.; US4029803; (1977); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

13743-09-4, 2-Methyl-5-phenylthiazole-4-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 56:Compound 7: (2-methyl-5-phenylthiazol-4-yl)(5-((5-(trifluoromethyl)pyridin-2- ylamino)methyl)-6-azaspiror2.51octan-6-yl)methanoneIntermediate 9 (60 mg, 0.210mmol) ) was dissolved in dichloromethane (2ml), diisopropyl ethylamine (121 ul, 0.693mmol) and 0-(benzotriazol-1 -yl)-N,N,N’N’- tetramethyluronium hexafluorophosphate (1 12mg, 0.294mmol) were added. After 30 minutes at room temperature 2-methyl-5-phenylthiazole-4-carboxylic acid (65mg, 0.294mmol) was dissolved in dichloromethane (2ml) and dimethylformamide (1 ml) and added to the reaction. After 18 hours at room temperature the mixture was poured in aqueous NaHCO3 saturated solution and extracted with ethylacetate. The organic layers were combined, dried (Na2SO4) and concentrated under vacuum; the obtained crude product was purified by silica gel column chromatography (gradient from dichloromethane/Ethyl acetate =1/1 to Ethyl acetate), thus obtaining 15 mg of compound 7 as white solid.MS (ESI) m/z 509 [M+Na]+. 1HNMR [the product is present as a mixture of conformers. The assignment refers to the major component] (CD3OD) d ppm 8.05 (s, 1 H) 7.39-7.60 (m, 5H) 6.41 (d, 1 H) 4.65 (m, 1 H) 4.20 (m, 1 H) 3.69-3.76 (m, 1 H) 3.28-3.35 (m, 1 H) 3.10-3.15(m, 1 H) 2.43 (s, 3H) 1.82 (m, 1 H) 1.30-1.45 (m, 1 H) 0.90-1.05 (m, 2H) 0.6-0.68 (m, 1 H) 0.30-0.55 (m, 2H) 0.15-0.25 (m, 2H).

13743-09-4, 13743-09-4 2-Methyl-5-phenylthiazole-4-carboxylic acid 943535, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; ROTTAPHARM S.P.A.; STASI, Luigi, Piero; ROVATI, Lucio; WO2011/6960; (2011); 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.2516-40-7,2-Bromobenzothiazole,as a common compound, the synthetic route is as follows.

General procedure: A 10 mL Schlenk tube equipped with a stir bar was sealed with a rubber septum,It was dried using a heat gun under reduced pressure (about 400 ¡ã C.)It was then filled with argon.Further, reduced pressure – argon filling was repeated twice to make the inside of the Schlenk tube completely under an argon atmosphere.0.5 mL of N, N’-dimethylpropyleneurea (hereinafter referred to as DMPU) as a solvent,0.71 mL of diethylzinc (1.02 M hexane solution: 1.5 eq),386.25 mg of nonafluorobutyl iodide (1.125 mmol, 2.25 eq) were sequentially added at room temperature using a syringe.Further, 0.5 mmol of 208.2 mg of dodecyl 2-iodobenzoate (0.5 mmol, 1 equivalent) as an electrophile,9.5 mg of copper iodide (0.05 mmol: 0.1 eq) was added,After replacing the rubber septum with a glass stopper, it was heated at 90 ¡ã C. for 16 hours.After allowing the reaction mixture to cool to room temperature, the reaction was stopped with 20 mL of 1 N hydrochloric acid,And extracted three times with diethyl ether having a total volume of 100 mL.The combined organic layer was washed with saturated brine,After drying with magnesium sulfate, the solvent was distilled off with a rotary evaporator.The crude product was purified by flash column chromatography (methylene chloride / hexane 1: 7)226.2 mg of the desired product was obtained (89percent, pale yellow oil)., 2516-40-7

2516-40-7 2-Bromobenzothiazole 612040, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; THE UNIVERSITY OF TOKYO; UCHIYAMA, MASANOBU; HIRANO, KEIICHI; (29 pag.)JP2015/86221; (2015); A;,
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Thiazole | chemical compound | Britannica