Heterocyclic Building Blocks-Thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3364-78-1,2-(Chloromethyl)thiazole,as a common compound, the synthetic route is as follows.

Step-(iii): A stirred solution of O (0.97 g, 6.46 mmol), G (1 g, 3.23 mmol) and potassium carbonate (1.33 g, 9.69 mmol) in dry DMF (10 ml) was degassed with nitrogen for 10 minutes. After 10 minutes Pd(dppf)2Cl2 (260 mg, 0.32 mmol) was added, again degassed with nitrogen for 10 minutes and the reaction mixture was stirred at 1 10C for 14 h. The progress of the reaction was monitored by TLC. After 14 h of stirring, the mixture was cooled to 20- 35C, diluted with water (100 ml) and extracted with ethyl acetate (2 x 100- ml). The combined organic layers were washed with brine (100 ml), followed by drying over anhydrous Na2SC>4 and filtering. The filtrate was rotary evaporated to get residue which was purified by column chromatography using a mixture of 30% ethyl acetate/hexane as an eluent to get the desired compound as a palebrown liquid (400 mg, 44%). NMR (400 MHz, DMSO-d6) delta 7.70 (d, J = 3.4 Hz, 1H), 7.60 (d, J = 3.5 Hz, 1H), 5.60 (s, 1H), 3.82 (s, 2H), 3.71 (s, 2H), 3.38 (t, J = 5.9 Hz, 2H), 2.06-1.96 (m, 2H), 1.40 (s, 9H)., 3364-78-1

3364-78-1 2-(Chloromethyl)thiazole 14090864, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; TAKHI, Mohamed; HOSAHALLI, Subramanya; PANIGRAHI, Sunil Kumar; MAHADARI, Muni Kumar; KOTTAM, Chandrashekar Reddy; ABD RAHMAN, Noorsaadah; YUSOF, Rohana; WO2013/80222; (2013); 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.76874-79-8,2-Amino-4-chlorothiazole-5-carbaldehyde,as a common compound, the synthetic route is as follows.

EXAMPLE 4; 16.3 parts of 2-amino-4-chloro-5-formylthiazole are dissolved in 100 parts of sulphuric acid 93% and admixed with 32 parts of nitrosylsulphuric acid 40% at 0 to 5C in the course of 30 minutes. This is followed by 3 hours of stirring in an icebath, and the diazonium salt solution is poured continuously into a mixture of 41.0 parts of phenylcarbonylmethyl 3- [N-allyl-N- (5′-acetylamino-2′-methoxy-phenylamino)]- propionate, 100 parts of glacial acetic acid, 2 parts of sulphamic acid and 300 parts of ice/water. The precipitated dye is filtered off, washed acid free with water and dried at 60C under reduced pressure. The dye obtained, which has Amax = 625 (DMF), conforms to the formula and dyes polyester materials in greenish navy shades and is useful as individual dye or in navy and black mixtures for the eForon RD rapid-dyeing process, with very good fastnesses, 76874-79-8

As the paragraph descriping shows that 76874-79-8 is playing an increasingly important role.

Reference£º
Patent; CLARIANT INTERNATIONAL LTD; WO2005/56690; (2005); 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.22900-83-0,Ethyl 2-bromo-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

Part F: Ethyl 4-methyi-2-morpholin-4-yl-1.3-thiazole-5-carboxylate; A mixture of ethyl 2-bromo-4-methyl-ls3-thiazole-5-carboxylate (950 mg, 3.80 mmol), morpholine (0.5 mL, 5.70 mmol), and potassium carbonate (1.1 g, 7.60 mmol) in 4.0 ml of NMP is heated to 130 ¡ãC for 1.5 h. The reaction is cooled to RT, and the NMP is removed in vacuo. The residue is partitioned between CH1CI2 and water (20 ml each), and the layers are separated. The aqueous layer is extracted once more with 20 ml of CH2CI2, and the combined organic extracts are dried (Na2SQ4), filtered, and evaporated in vacuo to give the title compound as an off-white solid. Mass spec. (257.06, M+H)., 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; NEUROGEN CORPORATION; WO2008/83070; (2008); 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.399-74-6,2-Chloro-6-fluorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

Example 3: N-[(/5^25)-2-[(6-Fluoro-l<3-benzothiazol-2-vl)amino1cvclopentyl1-2<6- dimethoxybenzamide A microwave vial was charged N-((iS,2S)-2-aminocyclopentyl)-2,6-dimethoxybenzamide hydrochloride (Intermediate 11; 80 mg, 0.266 mmol), DIPEA (0.26 ml, 0.266 mmol) and 2-chloro-6-fluoro-l,3-benzothiazole (50 mg, 0.266 mmol) and the resulting mixture was heated with microwave irradiation at 250 C for 20 minutes. The reaction was purified by reverse phase preparative HPLC eluted with acetonitrile / water (with 0.1% ammonia) to afford the title compound.1H NMR (DMSO- e) delta ppm 1.48 - 1.77 (m, 4 H), 2.02 - 2.14 (m, 2 H), 3.62 (s, 6 H), 4.09 - 4.27 (m, 2 H), 6.51 - 6.65 (m, 2 H), 7.03-7.05 (m, 1 H), 7.18 - 7.38 (m, 2 H), 7.59 (m, 1 H) and 8.12-8.15 (m, 2 H)MS ES+: 416 399-74-6, The synthetic route of 399-74-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; ROBINSON, John Stephen; FUJIMOTO, Tatsuhiko; WO2015/55994; (2015); A1;,
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1477-42-5, 4-Methylbenzo[d]thiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Add commercially available 2-amino-4-methy-benzothiazole (10 g, 61 mmol) portionwise to a black solution of copper (II) bromide (16 g, 73 mmol) and TERT-BUTYL nitrite (11.9 mL, 99 mmol) in acetonitrile (220 mL) at room temperature under nitrogen over the course of five min and stir the mixture for 30 min. Dilute the mixture with 1 N HCL (500 mL) and extract with ethyl acetate (3 x 500 mL). Wash the combined organic extracts with 1 N HCL (250 mL), dry over MGS04 and remove the solvents under reduced pressure. Purify the residue by filtration through a plug of silica gel, eluting with ethyl acetate (500 mL), and remove the solvents under reduced pressure to afford 2-bromo-4-methylbenzothiazole (Step 1) as a black solid (12.68 g, 91%): 1H NMR (CDCL3) 6 2.70 (s, 1H), 7.20 (m, 2H), 7.60 (d, 1H) ; APCI mass spectrum M/Z 228 [C8H6NSBR + H] +., 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; WO2004/63155; (2004); A1;,
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Thiazole | chemical compound | Britannica

121-66-4, 5-Nitrothiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 12 3-[(5-nitrothiazol-2-yl)mercapto]-5-phenyl-1,2,4-triazole (SU4390) (Compound 7) The key starting material 2-bromo-5-nitrothiazole was prepared by treating 2-amino-5-nitrothiazole (Aldrich) with sodium nitrite and hydrogen bromide (Fr. Demande 2,015,434, 1970)., 121-66-4

As the paragraph descriping shows that 121-66-4 is playing an increasingly important role.

Reference£º
Patent; Sugen, Inc.; US5883110; (1999); 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.7210-76-6,Ethyl 2-amino-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

7210-76-6, A mixture of 2-amino-4-methyl-thiazole-5-carboxylic acid ethyl ester (1.0 g, 5.4 mmol) inN,N-dimethylformamide at [25 oC] was treated with triethylamine (1.89 mL, 13.5 mmol) and triphenylmethylchloride (1.66 g, 5.94 mmol). The reaction was stirred at [2 oC] for 2 days. At this time, the reaction was concentrated in vauco. The residue was dissolved in dichloromethane (100 mL) and was washed with a IN aqueous hydrochloric acid solution (1 x 20 mL), a saturated aqueous sodium bicarbonate solution [(1] x 20 mL), and a saturated aqueous sodium chloride solution [(1] x 20 mL). The organics were dried over magnesium sulfate, filtered, and concentrated in vacuo to afford 4-methyl-2- (trityl-amino)-thiazole-5-carboxylic acid ethyl ester (2.3 g, quant.). The product was used without further purification: LR-MS for [C26H24N202S] [(M-H) +] at [RN/Z = 427.]

7210-76-6 Ethyl 2-amino-4-methylthiazole-5-carboxylate 343747, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2003/106459; (2003); A1;,
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Thiazole | chemical compound | Britannica

7238-61-1,7238-61-1, 2-Bromo-4-methylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A dioxane (10.00 mL) mixture of a compound WX022-1 (206.90 mg, 1.50 mmol), a compound WX022-2 (222.56mg, 1.25 mmol), [1,1?-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) (94.16 mg, 0.125 mmol) and sodium carbonate(264.98 mg, 2.50 mmol) was reacted at 85 C for 3 hours under the protection of nitrogen. After the reaction wascompleted, the mixture was cooled down and 1M hydrochloric acid was added to adjust the pH to 6. The mixture wasdiluted with 10 mL of water, and extracted with 20mL of ethyl acetate twice, and the water phase was adjusted withNaHCO3 (aq) to a pH of 8. Then the mixture was extracted with 20mL of ethyl acetate twice, dried with anhydrous sodiumsulfate and spin-dried to obtain the compound WX022-3. 1H NMR (400MHz, CHLOROFORM-d) delta = 7.81 (br d, J=7.8Hz, 2H), 6.90 (br d, J=8.3 Hz, 1H), 6.94-6.87 (m, 1H), 6.80 (s, 1H), 2.49 (s, 3H).

7238-61-1 2-Bromo-4-methylthiazole 551541, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Shandong Danhong Pharmaceutical Co., Ltd.; LUO, Zhi; LI, Xiaolin; YANG, Yaxun; YANG, Lele; LI, Peng; HE, Haiying; LI, Jian; CHEN, Shuhui; (155 pag.)EP3626699; (2020); A1;,
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405939-39-1,405939-39-1, tert-Butyl (5-bromothiazol-2-yl)carbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of diisopropylamine (64 ml, 446 mmol) in 200 mL of tetrahydrofuran was added to a dry three-neck bottle, which was protected under nitrogen, and cooled to 0 C, and then n-butyllithium (2.5M, 173ml, 431.7mmol) was added. The reaction was conducted for 1 hour after addition was completed. A solution of tert-butyl 5-bromothiazol-2-ylcarbamate in 400 mL of tetrahydrofuran was added dropwise at 0 C, and the reaction was conducted for 2 hours after addition was completed. TLC showed the reaction was completed. At 0 C, the reaction was quenched by slow addition of ice water (5 mL), stirred for 30 min, then saturated ammonium chloride (500mL) aqueous solution was added, and separated. The aqueous layer was extracted with dichloromethane (2 ¡Á 300 mL). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was recrystallized with petroleum ether : ethyl acetate = 30:1 to give 31g of tert-butyl 4-bromothiazol-2-ylcarbamate as a white solid, yield 77.5%, MS(ESI): m/z 278.98 (M + H)+.

As the paragraph descriping shows that 405939-39-1 is playing an increasingly important role.

Reference£º
Patent; Genfleet Therapeutics (Shanghai) Inc.; ZHOU, Gang; (44 pag.)EP3613737; (2020); 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.94284-66-9,1-(4-Methyl-2-(methylamino)thiazol-5-yl)ethanone,as a common compound, the synthetic route is as follows.

General procedure: 1-(4-Methyl-2-(methylamino)thiazol-5-yl)ethanone (1 mol) in methanol (4.0-4.1 l), was added dropwise to a cooled solution of corresponding aromatic aldehydes (1 mol) in 10% NaOH (600-650 ml). The solution was maintained at 0 C for 1.5 h and then was allowed to stir at room temperature. After some time (5-12 h) solid started separating out. The solid was filtered under vacuum and recrystallized from dioxane or ethanol to give the title chalcones. The yield range after recrystallization of chalcones was 32-84%., 94284-66-9

As the paragraph descriping shows that 94284-66-9 is playing an increasingly important role.

Reference£º
Article; Liaras; Geronikaki; Glamo?lija; ?iri?; Sokovi?; Bioorganic and Medicinal Chemistry; vol. 19; 10; (2011); p. 3135 – 3140;,
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Thiazole | chemical compound | Britannica