Diurethanes with selective herbicidal action

A - Human Necessities – 01 – N

Patent

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Details

260/468.3, 260/4

A01N 25/00 (2006.01) A01N 47/22 (2006.01) C07C 271/06 (2006.01)

Patent

CA 1042456

ABSTRACT OF THE DISCLOSURE A compound of the general formula Image (I) has favourable post-emergence herbicidal action. In the above formula, R1 represents an allyl group, an unsubstituted alkyl group containing 1 to 4 carbon atoms or an alkyl group containing 1 to 4 carbon atoms that is substituted by one to five halogen atoms, or represents an alkyl group containing 1 to 4 carbon atoms that is substituted by one to three hydroxyl groups, R2 represents an unsubstituted alkyl group containing 1 to 4 carbon atoms or an alkyl group containing 1 to 4 carbon atoms that is substituted by one to five halogen atoms, or represents an alkenyl or alkynyl group containing 3 or 4 carbon atoms, a cyclohexyl group, an unsub- stituted phenly group or a phenyl group substituted by one to three alkyl groups each containing 1 to 3 carbon atoms, or represents a phenyl groups substituted by one to three alkoxy groups each con- taining 1 to 3 carbon atoms, or represents a phenyl group substituted by one to three halogen atoms, or represents a benzyl group or a phenylethyl group, and R3 represents an unsubstituted hydrocarbon group containing 3 to 4 carbon atoms, except an isopropyl or allyl group, or represents a hydrocarbon groups containing 3 to 4 carbon atoms that is substituted by one to five halogen atoms or represents an ethyl group substituted by one to five halogen atoms, with the proviso that when R1 and R2 each represents a methyl group or when R1 and R2 each represents an ethyl group R3 does not represent a sec.-butyl group, or R1 represents an allyl group, an unsubstituted alkyl group con- taining 1 to 4 carbon atoms or an alkyl group containing 1 to 4 carbon atoms that is substituted by one to five halogen atoms, or represents an alkyl group containing 1 to 4 carbon atoms that is substituted by one to three hydroxyl group, R2 represents an unsubstituted alkyl group containing 1 to 4 car- bon atoms or an alkyl group containing 1 to 4 carbon atoms that is substituted by one to five halogen atoms, or represents an alkenyl or alkynyl group containing 3 to 4 carbon atoms, a cyclo- hexyl group, an unsubstituted phenyl group or a phenyl group sub- stituted by one to three alkyl groups each containing 1 to 3 carbon atoms, or represents a phenyl group substituted by one to three alkoxy groups each containing 1 to 3 carbon atoms, or represents a phenyl group substituted by one to three halogen atoms, or represents a benzyl group or a phenylethyl group, with the proviso that when R1 represents a methyl group R2 does not represents a methyl group, an unsubstituted phenyl group or a phenyl group substituted by one to three alkyl groups and that when R1 represents an ethyl group R2 does not represent an ethyl group or a phenyl group substituted by one to three alkyl groups, and R3 represents an isopropyl or allyl group, or R1 represents an ethyl or allyl group, R2 represents an unsubsti- tuted phenyl group or a phenyl group substituted by one to three alkyl groups each containing 1 to 3 carbon atoms, or represents a phenyl group substituted by one to three alkoxy groups each con- taining 1 to 3 carbon atoms, or represents a phenyl group sub- stituted by one to three halogen atoms, with the proviso that when R1 represents an ethyl group R2 does not represents a phenyl group substituted by one to three alkyl groups, and R3 represents a methyl or ethyl group. Example of the above compound include n-propyl- N-[3-(N,N-di-sec.-butyl-carbamoyloxy)-phenyl)-carbamate and isopropyl-N-{3-(N-ethyl-N-(2-chlorethyl)-carbamoyloxyl-phenyl}- carbamate.

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