To inexpensively obtain an iminothioether compound useful as a germicide in good yield by adding a specific compound to a reaction system when a benzyl halide compound is reacted with a thioamide compound in the presence of a base.
When a benzyl halide compound of formula I (X is methylene or CH3OCH=CH; Y is a halogen) is reacted with a thioamide compound of formula II (R1 is an alkyl or a cycloalkyl; R2 and R3 are each H, cyano, an alkyl, an alkoxy or a halogen) in the presence of a base, a quaternary ammonium salt or a dehydrating agent is added to the reaction system to provide the objective iminothioether compound of formula III. The base includes e.g. sodium carbonate or potassium hydroxide. It is required that the quaternary ammonium salt (e.g. tetraethyl ammonium chloride) is added to the reaction system when a carbonate is used as the base. An amount of the quaternary ammonium salt used is ≥0.001mol based on 1mol compound of formula I. The dehydrating agent (e.g. Na2SO4) is added to the reaction system when a hydroxide is used as the base and an amount of the dehydrating agent used is ≥0.05 based on 1mol compound of formula I.
OMORI KIYOSHI
YOKOTA NAOYUKI
FUSE KENSAKU
MORITA KAZUHIRO
ONZUKA KATSUTAKA
