Synthesis of N-(2-cyanophenyl)chloromethanimidoyl chloride

N-(2-Cyanophenyl)chloromethanimidoyl chloride (3) was prepared from 2-isoth iocyanatobenzonitrile by the reaction with sulfuryl chloride or gaseous chl orine in an inert solvent. It was found that N-(3-cyanophenyl)chloromethani midothioic chloride (2) and bis[N-(cyanophenyl)chloromethanimidoyl] sulfide (7) are intermediates of this reaction. The chloride;3 was obtained also b y a three-component one-pot reaction of N-(2-cyanophenyl)formamide in the p resent of thionyl chloride and sulfuryl chloride. (2-Cyanophenyl)-(1-{[(2-c yanophenyl)-imino]methoxy} methylidene)ammonium chloride (6) was detected a s a by-product of this reaction. Identity of all reaction products was conf irmed by CC-MS, FTIR, H-1 and C-13 NMR spectroscopy.