Ethanol → 3-[(4-Chlorophenylsulfonyl)Methyl]-1,2,4-Oxadiazole-5-Carboxylic Acid Hydrazide
Reaction equation
[NH2:1][NH2:2].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH2:13][C:14]2[N:18]=[CH:17][O:16][N:15]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1.[CH2:19]([OH:21])C>>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH2:13][C:14]2[N:18]=[C:17]([C:19]([NH:1][NH2:2])=[O:21])[O:16][N:15]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1Participants
4
Procedure
Five ml. of 95% hydrazine (.15 moles) in ethanol was added slowly, with stirring, to 3-[(4-chlorophenylsulfonyl)methyl]-1, 2,4-oxadiazole, 5-carboxylic acid ethyl ester suspended in ethanol at 5° C. This reaction mixture was stirred in ice for 5 hours and then overnight at room temperature. The product was filtered off and recrystallized from ethanol to give 8 g. of the product, with m.p. 177° C.