American Cyanamid Company

Don Wesley Long

Jerry M Barton

Murray Garber

David William Reger

Kenneth D Lotts

Marinus Los

Robert Arthur Ralston

Gregory P Withers

The present invention provides a process for the preparation of herbicidal 2-(4,4-disubstituted-5-oxo-2-imidazolin-2-yl) benzoic, nicotinic and quinoline-3-carboxylic acids, esters and salts.

Process for the preparation of herbicidal

A novel process for the preparation of herbicidal 2-(5,5-disubstituted-4-oxo(or thiono)-2-imidazolin-2-yl)nicotinic acids, quinoline-3-carboxylic acids and benzoic acids by the base-catalyzed cyclization of appropriately substituted 2-carbamoyl nicotinic acids, 3-quinolinecarboxylic, or benzoic acids.

Process for the preparation of

A novel process for the preparation of 2-(5,5-disubstituted-4-oxoor thiono)-2-imidazolin-2-yl)nicotinic acids, quinoline-3-carboxylic acids and benzoic acids by the base-catalyzed cyclization of appropriately substituted 2-carbamoyl nicotinic acids, 3-quinolinecarboxylic, or benzoic acids. The products are useful as herbicides.

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

A superior grade of 1,3-bis(4-chlorobenzylideneamino)-guanidine hydrochloride is obtained by dispersing crude material in a suitable solvent, slowly adding to the dispersion an amount of base at least equivalent to the number of moles of 1,2,3-tris(4-chlorobenzylideneamino)guanidine hydrochloride present in said crude 1,3-bis(4-chlorobenzylideneamino)guanidine hydrochloride, separating the purified 1,3-bis(4-chlorobenzylideneamino)guandidine hydrochloride therefrom, and washing and drying the same.

Growing community of inventors

Lawrenceville, NJ, United States of America

Don Wesley Long