Category: thiazole

1603-91-4, 4-Methylthiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1: Synthesis of 2-amino-5-bromo-4-methylthiazole A solution of bromine in chloroform, consisting of 66.7 ml (1.30 mol) of Br2 in 1000 ml of CHCl3, is added dropwise to a solution of 120 g (1.05 mol) of 2-amino-4-methylthiazole in 2300 ml of CHCl3, with stirring. A precipitate appears during the addition. Stirring is maintained for 48 h. The reaction medium is then filtered and the hydrobromide is washed with methylene chloride and then with pentane. The hydrobromide is dissolved in 2000 ml of water and then rendered basic by the addition of 850 ml of a 10% aqueous solution of sodium bicarbonate. This solution is then extracted with methylene chloride. The organic phase is dried over sodium sulfate. A crystalline residue is obtained after removal of the solvent under vacuum. Brown crystals: m=155 g (crude yield: 76%) M.p.KB =112-113 C. 1 H NMR (delta ppm, DMSO) 2.05 (s, 3H, CH3); 7.15 (s, 2H, NH2).

1603-91-4 4-Methylthiazol-2-amine 74143, athiazole compound, is more and more widely used in various.

Reference£º
Patent; Institut de Recherches Chimiques et Biologiques Appliquees (I.R.C.E.B.A.); US5322846; (1994); 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

General procedure: 2-methyl-5-phenylthiazole-4-carboxylic acid (1 .3 eq) and HOBT (2.3 eq) were suspended in dry DCM under nitrogen atmosphere. Then Si-DCC (silica supported carbodiimide from Silicycle, 2.5-3 eq) was added and the mixture was shaken for 10 minutes. After that, a solution of (D27-46) (1 eq) in dry dichloromethane was added and the mixture was shaken at room temperature for 18 hours. The supported reagent was then filtered andwashed with MeOH and DCM. The liquid phase was evaporated; the obtained residue was taken up in DCM and the resulting solution washed with an aqueous saturated solution of NaHCO3.The organic layer was isolated and evaporated. The residue was then purified by flash chromatography on silica gel.

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

Reference£º
Patent; ROTTAPHARM SPA; STASI, Luigi Piero; ROVATI, Lucio Claudio; ARTUSI, Roberto; COLACE, Fabrizio; MANDELLI, Stefano; PERUGINI, Lorenzo; WO2013/92893; (2013); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.768-11-6,5-Bromobenzothiazole,as a common compound, the synthetic route is as follows.

A solution of 5-bromo-l,3-benzothiazole (0.148 mmol) in anhydrous dioxane (1 mL) was treated with bis(pinocolato)diboron (0.141 mmol), dichloro[l ,l ‘- bis(diphenylphosphino)ferrocene]palladium(II)-dichloromethane adduct (5.7 mg), and potassium acetate (0.423 mmol). The reaction mixture was purged with nitrogen gas, sealed, and stirred at 100 C for 1 h. The black reaction mixture was then cooled to room temperature, and analysis by LC/MS confirmed the conversion of the starting material to its boronate ester. The solution was then treated with 2-(4-bromophenyl)-l-{[(3S)-l- (cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-lH-imidazo[4,5-c]pyridine (0.141 mmol), dichloro[l,l ‘-bis(diphenylphosphino)ferrocene]palladium(II)-dichloromethane adduct (5.7 mg), and 2M aq potassium carbonate (0.42 mmol). The reaction mixture was purged with nitrogen, sealed, and stirred at 100 C overnight. The reaction mixture was cooled to room temperature and was diluted with water (50 mL). The aqueous layer was acidified to pH ~7 using IN aq HC1 and was extracted with dichloromethane. The organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo. The brown residue was purified by reverse phase HPLC (LUNA C-18: 30×50 mm column; 0- 30% acetonitrile w/ 0.1% TFA/water w/ 0.1% TFA). The product fractions were neutralized with the addition of saturated aq sodium bicarbonate, concentrated under reduced pressure, and extracted with dichloromethane. The combined organic layers were dried over magnesium sulfate, filtered, and concentrated in vacuo to afford the title compound as a beige solid (20 mg, 28%). MS(ES)+ m/e 480.1 [M+H]+.

768-11-6 5-Bromobenzothiazole 3610155, athiazole compound, is more and more widely used in various.

Reference£º
Patent; GLAXOSMITHKLINE LLC; CHAUDHARI, Amita, M.; HALLMAN, Jason; LAUDEMAN, Christopher, P.; MUSSO, David, Lee; PARRISH, Cynthia, A.; WO2011/66211; (2011); A1;,
Thiazole | C3H3NS – PubChem
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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.

Example 26Ethy[ 2- ({4-[(2-ethy[pheny[)carbamoy[]-3-methy[- 1 ,2-thiazo[-5-y[lamino)-4-methy[- 1 ,3-thiazo[e-5-carboxy[ate A mixture of 5-amino-N-(2-ethy[pheny[)-3-methy[-1 ,2-thiazo[e-4-carboxamide [Intermediate 1] (180 mg, 0.69 mmo[, 1.0 eq), ethy[ 2-bromo-4-methy[-1,3- thiazo[e-5-carboxy[ate [CAS-RN: 22900-83-0] (207 mg, 0.83 mmo[, 1.2 eq) and cesium carbonate (516 mg, 1.58 mmo[, 2.3 eq) in 5.7 mL dioxane/DMF (7/1) was p[aced in a microwave via[ and f[ushed with argon. Then, pa[[adium(II) acetate(15 mg, 0.07 mmo[, 0.1 eq) and Xantphos (40 mg, 0.07 mmo[, 0.1 eq) were added. The via[ was capped and the reaction mixture was stirred at an environmenta[ temperature of 110 ¡ãC overnight. On coo[ing, the reaction mixture was partitioned between dich[oromethane and water. After fi[tration over Ce[ite, the organic phase was separated and concentrated in vacuo. The crude product was crysta[[ised fromdiethy[ ether and washed subsequent[y with a sma[[ portion of ethy[ actetate to give 116 mg (40percent yie[d of theory) of the tit[e compound in 99percent purity (LC-MS area-0/0UPLC-MS (Method 1): R = 1.55 mm; MS (Elneg) m/z = 429 [M-H].1HNMR (400 MHz, DMSO-d6): oe [ppm] = 1.12-1.34 (m, 3H), 1.25 (t, 3H), 2.59 (s,3H), 2.53-2.85 (m, 5H), 4.22 (q, 2H), 7.06 (s br, 1H), 7.18 (t, 1H), 7.24 (d, 1H),8.30 (d, 1H), 11.70 (s br, 1H).

The synthetic route of 22900-83-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; PRECHTL, Stefan; SIEMEISTER, Gerhard; WENGNER, Antje Margret; ACKERSTAFF, Jens; NOWAK-REPPEL, Katrin; BADER, Benjamin; LIENAU, Philip; STOeCKIGT, Detlef; WO2014/118186; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

32955-21-8, Ethyl 2-aminothiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of ethyl 2-aminothiazole-5-carboxylate (10.0 g, 46.45 mmol, Combi block) in 48% HBr (75 mL), sodium nitrite (4.80 g, 69.68 mmol) in water (50mL) was added dropwise at 0 C and the reaction mixture was stirred at 0 C for 15 mm. Copper(l) bromide (6.66 g, 46.45 mmol) in 48% HBr (75 mL) was added dropwise at 0 C and the reaction mixture was stirred at rt for 4h. The reaction mixture was diluted with DCM (200 mL) and washed with water (50 mL), brine (50mL), dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by flash chromatography (100% CHCl3) to afford the title compound. Yield: 50.18% (5.5 g, yellow liquid). 1H NMR (400 MHz, DMSO-d6): delta 8.16 (s, 1H), 4.38 (q, J= 7.16 Hz, 2H), 1.40 (t, J= 7.12 Hz, 3H). LCMS: (Method A) 235.9 (M+H), Rt. 3.85 min, 98.6% (Max).

As the paragraph descriping shows that 32955-21-8 is playing an increasingly important role.

Reference£º
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; KOEK, Johannes Nicolaas; (64 pag.)WO2017/144635; (2017); 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.1003-32-3,Thiazole-5-carboxyaldehyde,as a common compound, the synthetic route is as follows.

EXAMPLE 93 The process is performed as in Example 92 but starting with 0.45 g of 5-thiazolecarboxaldehyde, 0.45 g of 5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one, 0.2 g of ammonium acetate and 4 ml of acetic anhydride. 0.35 g of 10-(5-thiazolylmethylene)-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one is obtained in the form of a dark red solid melting above 260 C. (Analysis, % calculated C: 64.14, H: 3.17, N: 17.60, O: 5.03, S: 10.07, % found C: 64.2, N: 17.2, S: 9.7).

1003-32-3 Thiazole-5-carboxyaldehyde 2773577, athiazole compound, is more and more widely used in various.

Reference£º
Patent; Rhone-Poulenc Rorer S.A.; US5807859; (1998); 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.10200-59-6,2-Thiazolecarboxaldehyde,as a common compound, the synthetic route is as follows.

Ortho triethyl formate (10 ml) and SP-112 [H+] (1.0 g) were added in ethanol (62 ml) solution of 145 (5.18 g, 45.78 mmol), and the resulting solution was refluxed for 5 hours. SP-112 [H+] of the reaction solution was separated by filtration, and the filtrate was distilled away under reducing pressure to filtrate the solvent. The residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/n-hexane = 4/1) to obtain 146 (8.57 g, 100percent) as a colorless oily substance. APCI-MS m/z 188[M+H]+

The synthetic route of 10200-59-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Tohoku University; EP2103611; (2009); 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.14527-41-4,5-Thiazolecarboxylic acid,as a common compound, the synthetic route is as follows.

Example 2(S)-N-( 1 -(5-(2-methoxyquinolin-3-yl)-JH-imidazol-2-yl)-7-(methylamino)-7-oxoheptyl)thiazole-5 -carboxamide (B 1) A glass tube was charged with thiazole-5-carboxylic acid (1.5 eq.), PS-carbodiimide resin (2 eq.), HOBt (1.7 eq.) and diluted with DCM (0.04 M). The tube was capped and stirred on a rotorfor 10 mm. Then, a solution of A4 in DMF (0.06 M) was added and the reaction mixture was stirred in a rotor for 24 h. After addition of MP-Trisamine resin (10 eq.) the reaction was stirred for additional 24 h. The resulting reaction mixture was filtered through a fitted syringe and washed with DCM. The combined organic solutions were concentrated under reduced pressure to give the tilte compound. MS (ESj C25H28N6035: 493 (M+H).

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

Reference£º
Patent; IRBM SCIENCE PARK S.P.A.; C.N.C.C.S. SCARL COLLEZIONE NAZIONALE DEI COMPOSTI CHIMICI E CENTRO SCREENING; ALTAMURA, Sergio; BIANCOFIORE, Ilaria; BRESCIANI, Alberto; FERRIGNO, Federica; HARPER, Steven; LAUFER, Ralph; ONTORIA ONTORIA, Jesus Maria; MALANCONA, Savina; MONTEAGUDO, Edith; NIZI, Emanuela; ORSALE, Maria Vittoria; PONZI, Simona; PAONESSA, Giacomo; SUMMA, Vincenzo; VENEZIANO, Maria; WO2014/67985; (2014); A1;,
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Thiazole | chemical compound | Britannica

173979-01-6, 4-(Tributylstannyl)thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2-(l-(phenylsulfonyl)-5-(l , 4-dioxaspiro[4.5]decan-8-yl)-lH-pyrrolo[2, 3- b] pyridin-3-yl)thiazole (IIb-87) – an alternative method of preparation(IXb-23) (IIb-87)Iodide (IXb-23) (100 mg, 0.19 mmol) and 2-(tributylstannyl)thiazole (107 mg, 0.29 mmol), tri-O-tolylphosphine (7 mg, 0.02 mmol), dichlorobis(acetonitrile)palladium(II) (3 mg, 0.01 mmol) and toluene (3 mL) were reacted for 5 h at 120 0C (oil bath) in a sealed reaction vessel using the general procedure B for the Stille reaction. The reaction mixture was filtered, concentrated and purified by LCMS (column LUNA 10 mu C 18(2) 00G-4253- VO 250×50 mm) using water – acetonitrile (0.1% AcOH) as eluent (in gradient; flow 80 mL/min) to give (IIb-87) (42.2 mg, 46%) as a white solid. 1H NMR (400 MHz, CDCl3) delta 1.57 – 1.64 (m, 2H), 1.68 – 1.76 (m, 2H), 1.86-1.91 (m, 4H), 2.70 – 2.78 (m, IH), 3.99 (s, 4H), 7.33 (d, J = 3.3 Hz, IH), 7.48-7.52 (m, 2H), 7.60 (tt, J = 1.5, 7.4 Hz, IH), 7.89 (d. J = 3.3 Hz, IH), 8.23 (s, IH), 8.24 – 8.26 (m, 2H), 8.39 (d, J= 2.1 Hz, IH), 8.45 (d, J= 2.1 Hz, IH).; Procedure B involving (IX) (IX) (H)To a stirred solution of (IX) (0.5 mmol) in toluene (2.3 rnL) was added dichlorobis(acetonitrile)palladium (II) (12 mg, 0.05 mmol), tri-o-tolylphosphine (28 mg, 0.09 mmol) and the relevant stannane (V) (0.6 mmol). The reaction was heated to reflux (bath temperature HO0C) and the reaction monitored by TLC. When starting material was no longer present (2 – 6 hrs), the reaction mixture was poured onto saturated aqueous NaHCO3 (60 mL) and extracted with AcOEt (2 x 60 mL). The combined organic solutions were dried (MgSO4) and concentrated to give an oil which was purified using SGC and CH2Cl2 :hexane: AcOEt as eluent (gradient from CH2Cl2 :hexane: AcOEt= 1 : 1 :0 to 9:9:2, v/v) to afford the protected 3-thiazolyl 7-azaindole (II). Yield 25 – 80%.

The synthetic route of 173979-01-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EISAI LONDON RESEARCH LABORATORIES LIMITED; WO2008/95943; (2008); A1;,
Thiazole | C3H3NS – PubChem
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20949-84-2,4-Formyl-2-methylthiazole,as a common compound, the synthetic route is as follows.

Sodium bicarbonate (6.6 g, 78.7 mmol) was added to 2-methylthiazole-4-carbaldehyde (5.0 g, 39.4 mmol), S-methylisothiourea sulfate (8.3 g, 59.1 mmol) and ethyl acetoacetate (5.12 g, 39.4 mmol) of N, N-dimethylformyl (60 mL). After the reaction mixture was stirred at 70 C for 3 hours, it was cooled to room temperature. Water (500 mL) was added, and a yellow solid precipitated, filtered, and the filter cake was washed with water (200 mL) and dried under vacuum to obtain compound 82-f (3.5 g, yield: 29%).

As the paragraph descriping shows that 20949-84-2 is playing an increasingly important role.

Reference£º
Patent; Shanghai Zaiji Pharmaceutical Technology Co., Ltd.; Wang Yuguang; Zhang Nong; Wu Tianzhi; Wu Xinliang; (132 pag.)CN110872297; (2020); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica