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4-(2,4-DIFLUOROPHENYL)-2(3H)-THIAZOLONE HYDRAZONE synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

in ethanol; for 1 h;Reflux;

Steps:

9

3-(1 ,3-Benzodioxol-5-ylmethylsulfanyl)-5-(2,4-difluorophenyl)thiazolo[2,3- c][1 ,2,4]triazole Hydrazinecarbothioamide (0.08 g, 0.85 mmol) is added to a solution of 2- bromo-1 -(2,4-difluorophenyl)ethanone (0.2 g, 0.85 mmol) in EtOH (5 mL). The resulting mixture is refluxed for 1 hr and added KOH (0.06 g, 0.87 mmol) followed by CS2 (0.5 mL) at room temperature. The resulting mixture is refluxed for another 4 hr and concentrated in vacuo. 1 N NaOH (5 mL) is added to the residue and the solid filtered off. The filtrate is acidified with 1 N HCI to pH~1 . The desired product 5-(2,4- difluorophenyl)thiazolo[2,3-c][1 ,2,4]triazole-3-thiol (0.18 g, 80%) is collected by filtration and dried. LC/MS (m/z) M+H = 270.2; tR = 2.24 min.

References:

WO2013/49585,2013,A1 Location in patent:Page/Page column 41