Category: thiazole

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

General procedure: (Scheme 1, Method C) 4-aminobenzenesulfonamide (4) (1.00 g, 5.81 mmol), 2- hydroxy-3-methoxybenzaldehyde (1.00 g, 7.00 mmol) in EtOH (29 mL) was heated to reflux for 4 h until reaction is an orange turbid mixture. The reaction mixture was cooled to room temperature before sodium borohydride (0.33 g, 8.71 mmol) was added and stirred for an additional 30 min. A white solid forms after 30 min and is collected by filtration and washed with copious amounts of ethanol, dried under vacuum and used as is in subsequent reactions. 1H NMR (400 MHz, DMSO- d6) delta 7.60-7.27 (m, 2H), 6.75-6.40 (m, 4H), 6.06 (t, J= 7.63 Hz, 1H), 4.18 (s, 2H), and 3.65 (s, 3H); 13C NMR (101 MHz, DMSO) delta 40.37, 55.32, 108.91, 109.42, 109.55, 111.29, 111.40, 121.05, 125.05, 127.49, 129.92, 150.17, 152.36, and 156.94; LC-MS retention time (Method 1): 2.876 min. General procedure: (Step iv) 4-(2-hydroxy-3-methoxybenzylamino)benzenesulfonamide (5) (0.58 mmol), arylbromide (0.70 mmol), K2CO3 (1.45 mmol), N,N’-dimethylethylenediamine (0.29 mmol), and copper(I)iodide (0.03 mmol) in 1,4-dioxane (1.5 mL) were place under N2 and sealed in a 5 mL sealed tube. The reaction was heated to 70 C for 6 to 8 h and monitored by LC/MS analysis. Upon completion the heterogeneous mixture was cooled to room temperature, filtered, and washed with dioxane. The solution was passed through a thiol cartridge (metal scavenging), diluted with AcOEt and washed with NH4CI (2X), water, and brine. The crude material was purified using a prep-HPLC (gradient 10-100% acetonitrile w/ 0.1% TFA in water w/ 0.1% TFA) to give the desired product. 4-(2-hydroxy-3-methoxybenzylamino)- V-(4-methylthiazol-2-yl)benzenesulfonamide TFA (40): Method C: using 2-bromo-4-methylthiazole; 1H NMR (400 MHz, DMSO-<) delta 12.31 (s, 1 H), 8.70 (s, 1 H), 7.48-7.32 (m, 3 H), 6.89-6.72 (m, 6 H), 6.61-6.47 (m, 3 H), 6.27 (s, 1 H), 4.20 (d, J= 5.90 Hz, 2 H), 3.76 (s, 3 H), and 1.95 (s, 3 H); LC-MS retention time (Method 1): 1.962 min; HRMS: m/z (M+H)+ (Calculated for C18H20N3O4S2, 406.0890) found 406.0875. The synthetic route of 7238-61-1 has been constantly updated, and we look forward to future research findings. Reference£º
Patent; EASTERN VIRGINIA MEDICAL SCHOOL; MALONEY, David, J.; LUCI, Diane, K.; JADHAV, Ajit; HOLMAN, Theodore; NADLER, Jerry, L.; HOLINSTAT, Michael; TAYLOR-FISHWICK, David; SIMEONOV, Anton; YASGAR, Adam; WO2015/54662; (2015); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

7210-77-7, Ethyl 2,4-dimethylthiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,7210-77-7

Example 21 Preparation of 2,4-dimethylthiazole-5-methanol To a suspension of lithium aluminum hydride (563 mg, 14.8 mmol) in diethyl ether (25 mL) at 0 C. was added ethyl-2,4-dimethylthiazole-5-carboxylate (2.5 g, 13.5 mmol) in three portions. The reaction mixture was allowed to stir at 0 C. for 10 min, then at room temperature for 24 h. Ethyl acetate (65 mL) was added very slowly dropwise at 0 C. The reaction mixture was then added slowly to an aqueous solution of potassium sodium tartrate (30% w/v; 20 mL) and stirred for 2 h. The layers were separated and the aqueous layer was re-extracted with ethyl acetate (1*30 mL). The combined organic layers were dried (MgSO4), filtered, evaporated under reduced pressure. The resulting colorless solid was dried under high vacuum to give 2,4-dimethylthiazole-5-methanol (1.7 g, 91% yield). This material was used in a subsequent step without further purification.

The synthetic route of 7210-77-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Fotouhi, Nader; Gillespie, Paul; Guthrie, Robert William; Pietranico-Cole, Sherrie Lynn; Yun, Weiya; US2002/161237; (2002); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7210-73-3,Ethyl 4-methylthiazole-2-carboxylate,as a common compound, the synthetic route is as follows.,7210-73-3

A solution of ethyl 4-methyl-1 ,3-thiazole-2-carboxylate (1120) (208 mg, 1.215 mmol) in ethanol (6.028 ml) was stirred at room temperature under an atmosphere of argon. Hydrazine (0.046 ml, 1.458 mmol) was added and the solution was heated to reflux for 18 hours. The solution was cooled to room temperature and then the solvent was removed under reduced pressure to give a pale yellow coloured solid of desired product in 115 mg. LCMS m/z 157.92 [M+H] (at) 0.41 min (2 min run).

The synthetic route of 7210-73-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXO GROUP LIMITED; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; SIME, Mairi; STEADMAN, Jon Graham Anthony; THEWLIS, Rachel Elizabeth Anne; TRANI, Giancarlo; WALTER, Daryl Simon; WO2010/125102; (2010); 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.72054-60-5,Ethyl 2-amino-5-methylthiazole-4-carboxylate,as a common compound, the synthetic route is as follows.,72054-60-5

General procedure: The solution of acid [11(a-d), 12b] (0.5mmol) and O-(benzotriazol-1-yl)-N,N,N?,N’- tetramethyluronium hexafluorophosphate (0.54mmol) in dry dichloromethane (10mL) and dimethyl aminopyridine (0.1mmol) was added to substituted thiazol-2-amine [2(a-c), 4, or 6] (0.5mmol) at 0C. The reaction mixture was stirred at room temperature for 16-20h. Later the reaction was quenched with water (5.0mL), extracted with dichloromethane (10.0mL¡Á2), and evaporated under reduced pressure. The residue was subjected to silica gel chromatography to give compound [(13a-13o) and (14a-14e)] in good yields

The synthetic route of 72054-60-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Guggilapu, Sravanthi Devi; Guntuku, Lalita; Reddy, T. Srinivasa; Nagarsenkar, Atulya; Sigalapalli, Dilep Kumar; Naidu; Bhargava, Suresh K.; Bathini, Nagendra Babu; European Journal of Medicinal Chemistry; vol. 138; (2017); p. 83 – 95;,
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.71574-33-9,4,5-Dimethylthiazol-2-amine hydrochloride,as a common compound, the synthetic route is as follows.,71574-33-9

To a solution of (9S)-2-(2-methylpyridin-4-yl)-7,8,9,10-tetrahydro-6H-5,9-methanopyrido[2,3-b][1,4]diazocine (600 mg, 2.253 mmol) in THF (15 mL) were added triethylamine (0.942 mL, 6.76 mmol) and triphosgene (334 mg, 1.126 mmol) at 30 C. and stirred for 1 h. Then 4,5-dimethylthiazol-2-amine hydrochloride (556 mg, 3.38 mmol) was added at 30 C. and reaction was heated at 70 C. for 16 h. The solvent evaporated under reduced pressure, residue diluted with water (40 ml) and extracted with DCM (2¡Á40 ml). The combined organic layer was washed with water, brine, dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure to obtain crude compound. The crude mixture was purified by flash column chromatography and prep HPLC to afford (9S)-N-(4,5-dimethylthiazol-2-yl)-2-(2-methylpyridin-4-yl)-8,9-dihydro-6H-5,9-methanopyrido[2,3-b][1,4]diazocine-10(7H)-carboxamide (275 mg, 0.655 mmol, 42% yield) as a pale yellow solid (TLC: 10% MeOH in EtOAc, Rf: 0.3), LCMS (m/z): 421.27 [M+H]+. 1H NMR (400 MHz, CDCl3): delta ppm 14.79 (s, 2H), 8.64 (d, J=5.26 Hz, 2H), 8.02 (s, 1H), 7.64 (dd, J=5.26, 1.53 Hz, 1H), 7.54 (q, J=8.11 Hz, 1H), 4.99 (s, 1H), 3.42-3.18 (m, 3H), 3.12-2.89 (m, 1H), 2.79 (s, 3H), 2.28 (s, 3H), 2.22 (s, 3H), 2.00-1.75 (m, 1H), 1.52-1.35 (m, 2H).

The synthetic route of 71574-33-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BLUM, Charles A.; Caldwell, Richard Dana; Casaubon, Rebecca; Disch, Jeremy S.; Fox, Ryan Michael; Koppetsch, Karsten; Miller, William Henry; NG, Pui Yee; Oalmann, Christopher; Perni, Robert B.; Szczepankiewicz, Bruce G.; White, Brian; US2015/152108; (2015); 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.185613-91-6,4-(Benzo[d][1,3]dioxol-5-yl)thiazol-2-amine,as a common compound, the synthetic route is as follows.

(Benzo [d] [1,3] dioxol-5-yl) thiazol-2-amine (2)(1.00 g, 4.54 mmol) and NaH (0.164 g, 6.82 mmol) were dissolved in THF (15 ml) and reacted at room temperature for 1 hour under a nitrogen stream. Benzyl bromide (1.17 g, 6.82 mmol) was then slowly added dropwise at room temperature and allowed to react for 10 minutes. After the reaction was completed, the reaction mixture was concentrated under reduced pressure, dissolved in ethyl acetate, and saturated NaHCO 3 solution was added thereto. The ethyl acetate layer was separated, dried over anhydrous Na2SO4 and then purified by column chromatography (Ethyl acetate: Hexane = 1: 5) to obtain Compound 1a. Yield: 21.2%

As the paragraph descriping shows that 185613-91-6 is playing an increasingly important role.

Reference£º
Patent; Chungbuk National University Industry-Academic Cooperation Foundation; Jung, Jae Kyung; Kim, Young Soo; Lee, Hee Sun; (27 pag.)KR101651208; (2016); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

10200-59-6, 2-Thiazolecarboxaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Referential Example 12: thiazole-2-methanol While stirring under ice cooling, sodium borohydride (242 mg, 6.40 mmol) was added to a methanol (10 ml) solution of 2-formylthiazole (483 mg, 4.27 mmol).. After completion of the reaction was confirmed, water was added to the reaction mixture.. The resulting mixture was concentrated under reduced pressure.. Water and ethyl acetate were added to the residue to separate the organic layer.. The organic layer was washed with brine and then dried over anhydrous sodium sulfate.. After filtration, the filtrate was concentrated under reduced pressure.. The residue was subjected to chromatography on a silica gel column.. The fraction obtained from the hexane:ethyl acetate (=1:1) elude was concentrated under reduced pressure, whereby the title compound (324 mg, 66percent) was obtained as a white solid.1H-NMR (400MHz, CDCl3) delta: 3.30-3.70(1H,m), 5.14(2H,s), 7.32(1H,d,J=3.4Hz), 7.74(1H,d,J=3.2Hz). MS (m/z): 116 (M++H).

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

Reference£º
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1466898; (2004); 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.10200-59-6,2-Thiazolecarboxaldehyde,as a common compound, the synthetic route is as follows.

To a solution of n-BuLi (8.4 ml, 1.6 mol/l, 13.4 mmol) in THF (30 mL) was added 2-bromothiazole (377 mg, 2.12 mmol) dropwise under nitrogen atmosphere at -70¡ã C., and the mixture was stirred at the temperature for 1 h. Then DMF (1.4 ml, 18.3 mmol) was added into the solution dropwise under nitrogen atmosphere at -70¡ã C. The resulting mixture was stirred at the temperature for 1 h. Then the mixture was quenched with aqueous saturated ammonium chloride, diluted with ethyl acetate and water, and the phases were separated. The organic phase was washed with brine, dried over sodium sulfate, filtered and concentrated to give yellow oil. The yellow oil was dissolved in methanol (15 ml), cooled to -60¡ã C., and sodium borohydride (463 mg, 12.2 mmol) was added portionwise under nitrogen atmosphere. The mixture was stirred at the temperature for 1 h. The reaction was quenched with acetone and concentrated. The residue was diluted with ethyl acetate and water, and the phases were separated. The organic layer was dried over sodium sulfate, filtered and concentrated, then purified by silica gel chromatography eluting with petroleum/ethyl acetate=3:1 to give thiazol-2-ylmethanol (230 mg, 16.4percent yield) as brown oil. LCMS MH+ 116.

10200-59-6 2-Thiazolecarboxaldehyde 2734903, athiazole compound, is more and more widely used in various.

Reference£º
Patent; HYDRA BIOSCIENCES, INC.; Chenard, Bertrand L.; Gallaschun, Randall J.; Kimball, Spencer David; US2014/275528; (2014); A1;,
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34259-99-9, 4-Bromothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1. 4-Neopentylthiazole. 4-Bromothiazole (1.98 g, 12.1 mmol) was covered with a 0.5 M solution of neopentylzinc iodide in THF (96 mL, 48.2 mmol). Pd2dba3.CHCI3 (624 mg, 0.603 mmol) and 2(-di-te/t-butylphosphine)biphenyl (720 mg, 2.41 mmol) were added and the reaction mixture was placed in an oil bath pre-heated to 70 ¡ãC. The resulting solution was allowed to stir for 24 h at 70 ¡ãC. The resulting mixture was cooled to room temperature and concentrated under vacuum and the residue was dissolved in ethyl acetate (100 mL) and subsequently washed with aqueous NaOH (2 x 40 mL, 3N). The organic phase was then dried (Na2SO4), filtered, concentrated under vacuum and the residue was purified on a silica gel column (eluant hexane to hexane/ethyl acetate 8/2) to give 4-neopentylthiazole (1.42 g, 75percent), retention time (min) = 1.198, method [1], MS(ESI) 156.1 (M+H).

As the paragraph descriping shows that 34259-99-9 is playing an increasingly important role.

Reference£º
Patent; ELAN PHARMACEUTICALS, INC.; WO2007/47306; (2007); A1;,
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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.

9-Ethyl-3- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) -9H-carbazole (1 g, 3.1 mmol) is dissolved in the THF (20 mL). 2-bromobenzothiazole (0.663 g, 3.1 mmol), Pd (PPh3) 4 (0.179 g, 0.155 mmol), Na2CO3 (0.985 g, 9.3 mmol) and distilled water (4 mL) was added a After 15 hours the 70 degree in a nitrogen atmosphere heated at. After the reaction mixture was poured into distilled water (300 mL) Separate the organic layer with ethyl acetate, dry over MgSO4 and evaporate solvents. Column with ethyl acetate / hexane: separate the compound (3) by the (1 2) as a developing solvent to obtain the compound (2) to 65percent.

As the paragraph descriping shows that 2516-40-7 is playing an increasingly important role.

Reference£º
Patent; Pusan National University Industry-Academic Cooperation Foundation; Jin, Sung Ho; Park, Jin Soo; (26 pag.)KR101481147; (2015); B1;,
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Thiazole | chemical compound | Britannica