Heterocyclic Building Blocks-Thiazole

4175-76-2, 2,4-Dichlorothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 194-chloro-2-morpholino-thiazoleTo a mixture of 2,4-dichlorothiazole (34 g, 0.22 mol) in acetonitrile (425 mL) add potassium carbonate (60.9 g, 0.44 mol) and then morpholine (21.2 mL, 0.225 mol) dropwise over 30 min. Reflux the mixture at 40 0C and then cool to 22 C. Filter the mixture and evaporate the filtrate. Triturate the residue with /-propyl alcohol (60 mL) at 22 0C for one hour. Filter the solids and dry under vacuum to a constant weight to afford the title compound (34.5 g, 76%). ES/MS m/z (35Cl) 205 (M+l)+.

As the paragraph descriping shows that 4175-76-2 is playing an increasingly important role.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2008/36579; (2008); A1;,
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934-34-9, Benzothiazolone is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6-(4-Nitrobenzoyl)-1,3-benzothiazol-2(3H)-one (1; Table I-B). In a 100 ml flask containing 35.0 g (265 mmol) aluminium chloride, add drop by drop and with magnetic stirring 5.9 ml of dimethylformamide (76 mmol). Continue stirring for 25 minutes, slowly add 5.0 g (33 mmol) of 2(3H)-benzothiazolone and heat to 90 C. Add drop by drop 7.36 g of 4-nitrobenzoyl chloride (40 mmol) and continue to stir at 100-110 C. for 4 hours. Slowly pour the reaction mixture onto ice while stirring vigorously. Add 15 ml of 37% hydrochloric acid and then stir for 15 minutes. Spin out the precipitate then wash with water until the wash water is neutral. Dry the product obtained and recrystallise it in dioxane (5.85 g, 59%). Rf=0.39 (EtOAc/Cyclohexane=4/6): mp 260-265 C.; ir gamma NH 3369 cm-1, CO 1682 cm-1, 1651 cm-1, NO2 1521 cm-1; 1H-NMR (300 MHz, DMSO-d6) delta 7.26 (d, 1H, H4, J4-5=7.8 Hz), 7.72-7.74 (m, 1H, H5), 7.92 (d, 2H, H3′, H5′, J=9.0 Hz), 8.09 (s, 1H, H7), 8.36 (d, 2H, H2′, H6′, J=9.0 Hz), 12.3 (br s, 1H, NH, exchangeable with D2O). Anal. (C14H8N2O4S)

The synthetic route of 934-34-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Park, Chang-Ha; Yous, Said; Nativelle-Serpentini, Celine; Seralini, Gilles-Eric; Chang, Soon-Jae; Lesieur, Daniel; US2007/54899; (2007); A1;,
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29182-42-1, Ethyl 2-(benzo[d]thiazol-2-yl)acetate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-4. Synthesis of 3-(Benzo[d]thiazol-2-yl)-7-(isopropyl(prop-2-ynyl)amino)-2H-chromen-2-one Compound of Chemical Formula 1 To a solution in which the 2-hydroxy-4-(isopropyl(prop-2-ynyl)amino)benzaldehyde (1.8 g, 8.28 mmol) compound of Chemical Formula 4 was dissolved in ethanol (15 mL), ethyl 2-(benzo[d]thiazol-2-yl)acetate (1.83 g, 8.28 mmol) and piperidine (1.63 mL, 16.56 mmol) were added consecutively at room temperature. The reaction mixture was heated under reflux for 2 hours, cooled to room temperature, and 3-(benzo[d]thiazol-2-yl)-7-(isopropyl(prop-2-ynyl)amino)-2H-chromen-2-one (1.54 g, 50%) was obtained by filtering the precipitated solid. 1H NMR (500 MHz, CDCl3) d 8.94 (s, 1H), 8.02 (d, 1H, J=8.2 Hz), 7.94 (d, 1H, J=7.8 Hz), 7.54 (d, 1H, J=8.7 Hz), 7.47-7.50 (m, 1H), 7.35-7.38 (m, 1H), 6.88 (dd, 1H, J=2.3, 8.7 Hz), 6.80 (d, 1H, J=2.3 Hz), 4.21-4.26 (m, 1H), 4.04 (d, 2H, J=2.3 Hz), 2.26 (t, 1H, J=2.2 Hz), 1.34 (d, 6H, J=6.4 Hz); 13C NMR (125 MHz, CDCl3) d 161.5, 161.0, 156.7, 152.6, 152.4, 142.0, 136.4, 130.6, 126.2, 124.7, 122.3, 121.7, 113.9, 111.0, 109.8, 98.8, 80.0, 72.3, 49.5, 33.5, 20.2 (2).

As the paragraph descriping shows that 29182-42-1 is playing an increasingly important role.

Reference£º
Patent; ACCOBIOTECH SDN BHD.; GENBODY INC.; Park, Hyun; Kim, Hak Sung; Song, Hyun Ok; Chong, Chom Kyu; Kim, Sung Yeon; US2014/350227; (2014); A1;,
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18903-18-9, Ethyl 5-aminothiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 61 Sodium hydride (60% disp. in oil; 2.79g, 69.68mmol) was suspended in dry tetrahydrofuran (60m L). To this, 5-amino-thiazole-4-carboxylic acid ethyl ester (4g, 23.23mmol) was added at 0C and the mixture was stirred for 10 minutes. To this, 4- nitrobenzenesulfonyl chloride (6.2g, 27.87mmol) was added at 0C and the mixture stirred at room temperature for 2 hours. The mixture was diluted with ammonium chloride solution and diethyl ether. The solid formed collected by filtration, washed with ether and dried under vacuum to give Intermediate 61 (3.2g) as a yellow solid. LCMS (Method 37) Rt 1.56 min; m/z(M-H)” 356

18903-18-9 Ethyl 5-aminothiazole-4-carboxylate 12620181, athiazole compound, is more and more widely used in various.

Reference£º
Patent; ANTABIO SAS; LEMONNIER, Marc; DAVIES, David; PALLIN, David; WO2014/198849; (2014); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.74370-93-7,4-(tert-Butyl)thiazol-2-amine,as a common compound, the synthetic route is as follows.

Synthesis of 2-bromo-4-tert-butylthiazole 85% strength phosphoric acid (50 ml) and 65% strength nitric acid (20 ml) were combined at 0 C. 3.12 g (20.0 mmol) of 4-tert-butylthiazol-2-ylamine were added to this solution and a solution of 1.38 g (20 mmol) of NaNO2 in water (10 ml) was subsequently added dropwise at 0 C. in the course of 30 min. The reaction solution was stirred at 0 C. 1 h and then added dropwise to a suspension of 20.0 g of NaBr and 5.8 g of CuBr in water (20 ml) cooled to 0 C. The mixture was stirred until evolution of gas could no longer be observed. Subsequently, the mixture was adjusted to a pH>10 using 50% strength aq. KOH solution and the product was separated off by steam distillation. The distillate was extracted with EE. The organic phase was dried over MgSO4, filtered, and concentrated in vacuo. 3.03 g (13.8 mmol, 69%) of 2-bromo-4-tert-butylthiazole were obtained as a residue.

The synthetic route of 74370-93-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Gruenenthal GmbH; US2007/112011; (2007); A1;,
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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;,
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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;,
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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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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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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;,
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Thiazole | chemical compound | Britannica