Process for the preparation of herbicidally active phenyl carbam

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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71111, 560 24, 560 27, 560 29, C07C125073, C07C125075, A01N 3300

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047482656

ABSTRACT:
Herbicidally active substituted phenyl carbamates I ##STR1## in which R.sup.1 represents a C.sub.1 -C.sub.6 alkyl group, a C.sub.3 -C.sub.6 cycloalkyl group or an aryl group, which aryl group may be substituted by a halogen atom and/or a C.sub.1 -C.sub.6 alkyl group and/or a trifluoromethyl group, and R.sup.2 represents a C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl or C.sub.2 -C.sub.6 alkynyl group that may be substituted by a terminal halogen atom, are prepared by reacting N-hydroxyphenyl carbamates II ##STR2## with either isocyanates R.sup.1 --N.dbd.C.dbd.O or amino chlorides R.sup.1 --NH--COCl in an aqueous medium thus avoiding the use of organic solvents. The end product I may be extracted from the aqueous slurry into a water-immiscible solvent.
The N-hydroxyphenyl carbamates II can be prepared by reacting 3-aminophenol with chloroformates in an aqueous medium, and the resulting product may be reacted in situ, without isolation, with isocyanates, in the same reaction vessel. Stabilized herbicidal compositions containing compounds I may be prepared by suspending the compounds I in a liquid phase comprising one or more oily components and one or more surfactants.

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