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5-CHLOROMETHYL-3-(4-METHYLSULFANYL-PHENYL)-[1,2,4]OXADIAZOLE synthesis

2synthesis methods
-

Yield:845887-08-3 100%

Reaction Conditions:

with triethylamine in benzene; for 10 h;Reflux;

Steps:

4.2.1.1. 5-(Chloromethyl)-3-phenyl-1,2,4-oxadiazole (3a)

General procedure: A solution of chloroacetyl chloride (0.813 g, 7.2 mmol) in benzene (10 mL) was added dropwise to a solution of benzamidoxime (2a) (2.448 g, 18.0 mmol) in benzene (100 mL) and the mixture was heated under reflux for 10 h. The reaction was monitored by TLC. The reaction mixture was concentrated in vacuo, and the crude residue was purified by flash column chromatography (FCC) using n-hexane:ethyl acetate (2:1) mixture to give(3a) as a white solid (1.245 g, 89%).

References:

Dürüst, Yaar;Karaku, Hamza;Kaiser, Marcel;Tasdemir, Deniz [European Journal of Medicinal Chemistry,2012,vol. 48,p. 296 - 304] Location in patent:experimental part