American Cyanamid Company

David William Reger

Murray Garber

Don Wesley Long

William W Brand

Matthew Michael Nigro

There is provided a fully integrated process for preparing a 2-dialkoxyphosphinylimino-1,3-dithietane in good overall yields with considerable savings in materials, time and labor involving a plurality of steps comprising the overall reaction of a dialkoxyphosphoryl chloride and an alkali metal or ammonium thiocyanate to obtain a dialkoxyphosphinyl isothiocyanate, reacting the latter with 1.1 to 1.2 molar equivalents of an alkali mercaptan in the presence of a water:acetone mixture (1:9 to 1:3), and finally reacting resultant dialkoxyphosphinyldithiocarbamate with methylene bromide or methylene iodide to obtain a 2-dialkoxyphosphylimino-1,3-dithietane.

Process for the preparation of the

There is provided a process for preparing 2-diethoxyphosphinylimino-1,3-dithietane by reacting diethoxyphosphinyldithiocarbamate with a methylene halide in an aqueous medium and in the presence of phase transfer catalyst whereby said dithietane is recovered in good yields.

Process for the preparation of 2-dialkoxy phosphinylimino-1,3-dithietane

There is provided a fully integrated process for preparing a 2-dialkoxyphosphinylimino-1,3-dithietane in good overall yields with considerable savings in materials, time and labor involving a plurality of steps comprising the overall reaction of a dialkoxyphosphoryl chloride and an alkali metal- or ammonium thiocyanate to obtain a dialkoxyphosphinyl isothiocyanate, reacting the latter with 1.1 to 1.2 molar equivalents of an alkali mercaptan in the presence of a water and, finally, reacting resultant dialkoxyphosphinyldithiocarbamate with methylene bromide or methylene iodide in the presence or absence of a non-ionic surfactant under controlled pH conditions ranging from 5 to 8 to obtain resultant 2-dialkoxyphosphinylimino-1,3-dithietane. The latter finds utility for the control of root-knot nematode.

Integrated process for the preparation of

There is provided a process for the manufacture of 2-(4-chloro-2-methylphenyl)imino-1,3-dithietane which involves the reaction of a dithiocarbamate salt with a methylene halide in the presence of a base and a sulfide ion in the presence of a ketone solvent to obtain high yields and purity of said 2-(4-chloro-2-methylphenyl)imino-1,3-dithietane.

Preparation of aromatic 2-imino-1,3-dithietanes

This invention relates to a novel process for the preparation of 4-chloro-2-alkylphenylisocyanide dichlorides. More particularly, this invention relates to the chlorination of ortho substituted phenylisocyanide dichlorides exclusively in the para-position. The compounds are useful intermediates in the preparation of ixodicidal, insecticidal, ovicidal and chemosterilizing agents.

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Trenton, NJ, United States of America

David William Reger