Category: 7238-61-1

Downstream synthetic route of 7238-61-1

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

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;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Simple exploration of 7238-61-1

The synthetic route of 7238-61-1 has been constantly updated, and we look forward to future research findings.

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