Phenylpyrimidines as antidotes for protecting cultivated plants against phytotoxic damage caused by herbicides

Abstract

Abstract Phenylpyrimidines of the formula I as defined below are suitable as antidotes for protecting cultivated plants from phytotoxic effects caused by herbicides. These antidotes, either together with the herbicides or also by themselves, are applied to the plants or incorporated in the soil in which the plants grow, or they are used to treat the seeds of the plants. Suitable herbicides are those belonging to the class of the haloacetanilides, haloacetamides, thiocarbamates, carbamates, nitroanilides, triazines, phenylureas, haloacetic acids, phenoxy- and pyridyloxyphenoxyalkanecarboxylic acid derivatives, benzoic acid derivatives etc. The phenylpyrimidines have the formula I <IMAGE> (I) wherein n is an integer from 1 to 5, R is hydrogen, halogen, cyano, nitro or hydroxyl, a C1-C6-alkyl, C1-C6alkoxy or C1-C6alkylthio group, which is unsubstituted or mono- or polysubstituted by halogen, C1-C6alkoxy, C2-C12alkoxyalkyl, C1-C6alkylcarbonyl, C1-C6alkylcarbonyloxy, C1-C6alkoxycarbonyl, C2-C6alkenylcarbonyl or C2-C6alkynylcarbonyl, di(C1-C6)alkylamino, C1-C6alkylenedioxy, phosphonyl or C1-C6alkylphosphonyl; or R is a C2-C6alkenyl or C2-C6alkenyloxy group or the formyl or carboxyl group; or is a carbonyl or carbonyloxy group which is substituted by C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C2-C6alkenyl, C2-C6alkynyl, amino, di(C1-C6)alkylamino, or by a 5- to 6-membered saturated heterocyclic ring which is bound through the nitrogen atom; or is an amino group which is unsubstituted or substituted by C1-C6alkyl, C1-C6alkoxy or C1-C6alkylcarbonyl; or it is an ureido radical which is unsubstituted or substituted by C1-C6alkyl or C1-C6alkoxy or it is the sulfonyl, a C1-C6alkylsulfonyl, the sulfamoyl, a C1-C6alkylsulfamoyl or a C1-C6alkylcarbonylsulfamoylrest, R1 and R3 each independently of the other is halogen, cyano, hydroxyl, sulfhydryl, a C1-C6alkyl, C1-C6alkoxy or C1-C6ethylthio radical, which is unsubstituted or substituted by halogen or C1-C6alkoxy; a C2C6alkenyl or C2-C6alkynyl radical, a C3-C6cycloalkyl radical, an amino, C1-C6alkylamino or di(C1-C6alkyl) amino, group, a 5- to 6-membered saturated heterocyclic ring, which is bound through the nitrogen atom, a phenyl or phenoxyrest and R2 is hydrogen, halogen, C1-C6alkyl, C1-C6haloalkyl or phenyl.

Inventors

• 👤 Kurt Burdeska
• 👤 Guglielmo Kabas, deceased
• 👤 Hans-Georg Brunner
• 👤 Werner Fory

Bibliographic Details