S. Shibamoto, T. Nishimura
Nov 4, 1986
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Journal
ChemInform
Abstract
Methyl 3-[2-hydroxyimino-1-(4-chlorophenyl)ethylidene]dithiocarbazate was refluxed with potassium tert-butoxide in tert-butyl alcohol and the resulting potassium salt of 6-(4chlorophenyl)-3-mercapto-1,2,4-triazine 4-oxide was 5-methylated with CH3I. After reducing the 3-methylthio compound with triethyl phosphite, 6-(4-chlorophenyl)-3-methylthio1,2,4-triazine was converted to the corresponding 3-hydrazino compound by the reaction with hydrazine. Then, 3-(substituted benzylidenehydrazino)-6-(4-chlorophenyl)-1,2,4-triazines, which were structurally similar to robenidine, were synthesized by reaction of the 3-hydrazino compound with benzaldehydes, and examined for their anticoccidial activity. 3-(4-Bromobenzylidenehydrazino)-6-(4-chlorophenyl)-1,2,4-triazine exhibited anticoccidial activity at a concentration of 50 ppm against E. tenella. Keywords-anticoccidial activity; 3-benzylidenehydrazino-6-(4-chlorophenyl)-1 ,2,4triazine; 6-(4-chlorophenyl)-3-methylthio-1,2,4-triazine; robenidine; Eimeria tenella