Ciba-Geigy Corporation

Ciga-Geigy Corporation

Werner Topfl

Willy Meyer

Werner Fory

Karl Gass

Georg Pissiotas

Rolf Schurter

Haukur Kristinsson

Hans-Dieter Schneider

Josef Ehrenfreund

Odd Kristiansen

Dieter Durr

Ludwig Maier

Robert Nyfeler

Konrad Oertle

Rudolph C Thummel

Achim Roloff

Volker Dittrich

Henry Szczepanski

Wolfgang Eckhardt

Urs Burckhardt

William R Lutz

Hans-Rudolf Waespe

Raafat Soliman

Erfinders K Gass

Rainer Kuhlmeyer

N-Arylsulfonyl-N'-pyrimidinyl-and N'-triazinylureas of formula I ##STR1## wherein Q is ##STR2## R is hydrogen or methyl; R.sub.1 is hydrogen, fluoro, chloro, C.sub.1 -C.sub.4 alkyl or methoxy;

Sulfonylureas

The N-acylsulfamoylphenylureas of formula I below are suitable as counter-agents (antidotes or safeners) for protecting cultivated plants from the phytotoxic action of herbicides. Suitable crops are preferably cereals, soybeans, sorghum, maize and rice, and suitable herbicides are sulfonylureas, chloroacetanilides and aryloxyphenoxypropionic acid derivatives. The N-acylsulfamoylphenylureas have the formula I ##STR1## wherein A is a radical selected from the group ##STR2## R.sub.1 is C.sub.1 -C.sub.4 -alkoxy or each of R.sub.1 and R.sub.2, independently of the other, is hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 alkynyl, ##STR3## or C.sub.1 -C.sub.4 alkyl substituted by C.sub.1 -C.sub.4 alkoxy or by ##STR4## or R.sub.1 and R.sub.2 together form a C.sub.4 -C.sub.6 alkylene bridge, or a C.sub.4 -C.sub.6 alkylene bridge interrupted by oxygen, sulfur, SO, SO.sub.2, NH or by --N(C.sub.1 -C.sub.4 alkyl)-, R.sub.3 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.a to R.sub.h, R.sub.x and R.sub.y are as defined in the disclosure.

Sulfamoylphenylureas

A microbicidal composition contains as active ingredient 2-chloro-4-trifluoromethylthiazol-5-carboxylic acid derivatives of the formula I ##STR1## R is an organic radical with up to 40 carbon atoms, which optionally contains nitrogen, oxygen or sulfur atoms and which can be transformed by hydrolosis or oxydation into the directly to the thiazol ring bound carboxyl rest.

Microbicidal composition

Aminotriazines of the formula ##STR1## wherein E is nitrogen,

Herbicidal compositions

A microbicidal compostion contains as active ingredient 2-chloro-4-trifluoromethylthiazol-5-carbonic acid derivatives of the formula I ##STR1## R is organic radical with up to 40 carbon atoms, which optionally contains nitrogen, oxygen or sulfur atoms and which can be transformed by hydrolosis or oxydation into the directly to the thiazol ring bound carboxyl rest. These compounds have good microbicidal activity and are used for the control and prevention of infestation of plants by phytophathogenic microorganisms.

N-phenylsulfonyl-N'-triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, alkali metal bases and alkaline earth metal bases or with quaternary ammonium bases, have good selective herbicidal and plant growth regulating properties when applied pre- and postemergence. In the formula

N-phenylsulfonyl-N'-triazinylureas

Novel substituted N-sulfonyl-N'-pyrimidinylureas or N-sulfonyl-N'-triazinylureas of the formula I ##STR1## have good pre- and postemergence selective herbicidal and growth regulating properties. In this formula

Herbicidal sulfonylureas

The invention relates to a process for the preparation of 1,5-disubstituted imidazoles of the formula ##STR1## by alkylation of an N-cyanoformamidine of the formula II

Process for the synthesis of 1-substituted imidazole-5-carboxylic acids

N-Arylsulfonyl-N'-(4-mercaptomethyl-pyrimidinyl)-ureas of the formula ##STR1## (symbols in this formula defined herein) and the salts of these compounds with amines, alkali metal bases or alkaline-earth metal bases or with ammonium bases, have good pre- and post-emergence-selective, herbicidal and growth-regulating properties.

Imidazole derivatives of formula I ##STR1## and the stereochemically isomeric forms thereof, and salts thereof, have useful herbicidal properties. The substituents R.sup.1, L and X have the meanings defined herein.

Imidazole derivatives

N-Arylsulfonyl-N'-(4-mercaptomethyl-pyrimidinyl-ureas of the formula ##STR1## (symbols in this formula defined herein) and the salts of these compounds with amines, alkali metal bases or alkaline-earth metal bases or with ammonium bases, have good pre- and post-emergence-selective, herbicidal and growth-regulating properties.

N-Phenylsulfonyl-N'-pyrimidinylureas and -N'-triazinylureas of the general formula ##STR1## and the salts of these compounds with amines, alkali metal bases and alkaline earth metal bases or with quaternary ammonium bases, have good selective herbicidal and plant growth regulating properties when applied pre- and postemergence. In the formula

N-phenylsulfonyl-N'-pyrimidinyl- and -N'-triazinylureas

Substituted N-phenylsulfonyl-N'-pyrimidinylureas and N-phenylsulfonyl-N'-triazinylureas of the general formula ##STR1## and the salts thereof with amines, alkali metal bases or alkaline earth metal bases, or with quaternary ammonium bases, have good pre- and postemergence selective herbicidal and growth regulating properties. In the above formula the symbols have the following meanings:

N-Arylsulfonyl-N'-(4-mercaptomethyl-pyrimidinyl- and -triazinyl)-ureas of the formula: ##STR1## and the salts of these compounds with amines, alkali metal bases or alkaline-earth metal bases or with ammonium bases, have good pre- and post-emergence-selective, herbicidal and growth-regulating properties.

These is described a process for producing sulfonylureas of the formula ##STR1## wherein G is an unsubstituted or substituted furanyl, thienyl, pyrrolyl, pyridinyl or phenyl radical,

Growing community of inventors

Dornach, Switzerland

Werner Topfl