Patent ID: 6057269
Filing Date: 2000-05-02
Classification: A01N,C07C,C07D

Abstract:
A benzylhydroxylamine of the formula I ##STR47## in which the variables have the following meanings: X is --N(R.sup.7)--O-- which can be bonded to R.sup.8 via oxygen or nitrogen;Y is oxygen or sulfur;R.sup.1 is halogen, cyano, nitro or trifluoromethyl;R.sup.2 is hydrogen or halogen;R.sup.3 is hydrogen, amino or methyl;R.sup.4 is hydrogen, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylsulfinyl or C.sub.1 -C.sub.6 -alkylsulfonyl;R.sup.5 is hydrogen, halogen or C.sub.1 -C.sub.6 -alkyl;R.sup.6 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -cycloalkyl or C.sub.2 -C.sub.6 -alkenyl;R.sup.7 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, (C.sub.1 -C.sub.6 -alkyl)carbonyl, (C.sub.3 -C.sub.6 -alkenyl)carbonyl, (C.sub.3 -C.sub.6 -alkynyl)carbonyl, (C.sub.1 -C.sub.6 -alkoxy)carbonyl, (C.sub.2 -C.sub.6 -alkenyloxy) carbonyl, (C.sub.2 -C.sub.6 -alkynyloxy) carbonyl, (C.sub.1 -C.sub.6 -alkylthio)carbonyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylcarbamoyl, where each of the last mentioned 14 radicals is unsubstituted or carries one to three substituents selected from the group consisting ofnitro, cyano, halogen, C.sub.3 -C.sub.8 -cycloalkyl, hydroxyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.3 -C.sub.8 cycloalkoxy, C.sub.3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkynyloxy, C.sub.1 -C.sub.6 -alkoxy-C.sub.3 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, (C.sub.1 -C.sub.6 -alkyl)carbonyl, (C.sub.1 -C.sub.6 -alkyl) carbonyloxy, C.sub.1 -C.sub.6 -alkylsulfinyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylideneaminoxy, C.sub.1 -C.sub.6 -alkylcarbamoyl,phenyl, phenoxy or phenylsulfonyl, where the phenyl rings are unsubstituted or carry one to three substituents selected from the group consisting of halogen, nitro, cyano, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy and C.sub.1 -C.sub.6 -haloalkyl,a 3- to 7-membered heterocyclyl or heterocyclyloxy group having one to three hetero atoms, selected from the group consisting of two oxygen atoms, two sulfur atoms and 3 nitrogen atoms, where the heterocycle is saturated, partially or fully unsaturated or aromatic, and, where the heterocycle is unsubstituted or carries one to three substituents selected from the group consisting of halogen, nitro, cyano, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkyl and (C.sub.1 -C.sub.6 -alkyl)carbonyl,a group --CO--Z.sup.1 R.sup.9, --OCO--Z.sup.1 R.sup.9 or --N(R.sup.9)R.sup.10,orR.sup.7 is C.sub.3 -C.sub.8 -cycloalkylcarbonyl, phenylcarbonyl, phenylsulfonyl or phenylcarbamoyl, where these 4 radicals are unsubstituted or carry one to three substituents selected from the group consisting of halogen, nitro, cyano, C.sub.3 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy and C.sub.1 -C.sub.6 -haloalkyl;R.sup.8 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.6 -alkenyl or C.sub.3 -C.sub.6 -alkynyl, where each of the last-mentioned 5 radicals is unsubstituted or carries one to three substituents selected from the group consisting ofnitro, cyano, halogen, C.sub.3 -C.sub.8 -cycloalkyl, hydroxyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.3 -C.sub.8 -cycloalkoxy, C.sub.3 -C.sub.6 -alkenyloxy, C.sub.3 -C.sub.6 -alkynyloxy, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.6 -alkylsulfinyl, C.sub.1 -C.sub.6 -alkylsulfonyl, C.sub.1 -C.sub.6 -alkylideneaminoxy,phenyl, phenoxy or phenylsulfonyl, where the phenyl rings are unsubstituted or carry one to three substituents selected from the group consisting of halogen, nitro, cyano, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy and C.sub.1 -C.sub.6 -haloalkyl,a 3- to 7-membered heterocyclyl or heterocyclyloxy group having one to three hetero atoms, selected from the group consisting of two oxygen atoms, two sulfur atoms and 3 nitrogen atoms, where the heterocycle is saturated, partially or fully unsaturated or aromatic, and, where the heterocycle is unsubstituted or carries one to three substituents selected from the group consisting of halogen, nitro, cyano, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -haloalkyl and (C.sub.1 -C.sub.6 -alkyl)carbonyl,a group --CO--Z.sup.2 R.sup.11, --OCO--Z.sup.2 R.sup.11 or --N(R.sup.11)R.sup.12 ;Z.sup.1 is a chemical bond, oxygen, sulfur or --N(R.sup.10)--;Z.sup.2 is a chemical bond, oxygen, sulfur or --N(R.sup.12)--;R.sup.9, R.sup.11 independently of one another are hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.1 -C.sub.6 -alkyl, (C.sub.1 -C.sub.6 -alkoxy)carbonyl-C.sub.1 -C.sub.6 -alkyl, phenyl or phenyl-C.sub.1 -C.sub.6 -alkyl, where the phenyl and the phenyl ring of the phenylalkyl group is unsubstituted or carries one to three radicals selected from the group consisting of nitro, cyano, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkoxy or (C.sub.1 -C.sub.6 -alkyl)carbonyl, orZ.sup.1 and R.sup.9 and/or Z.sup.2 and R.sup.11 in each case together are a 3- to 7-membered heterocycle bonded via nitrogen and having one to three hetero atoms selected from the group consisting of two oxygen atoms, two sulfur atoms and 3 nitrogen atoms, where the heterocycle is saturated, partially or fully unsaturated or aromatic and where the heterocycle is unsubstituted or carries one to three substituents selected from the group consisting of nitro, cyano, halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -haloalkyl and C.sub.1 -C.sub.6 -alkoxy;R.sup.10, R.sup.12 independently of one another are hydrogen, hydroxyl, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl or C.sub.1 -C.sub.6 -alkoxy,or an agriculturally useful salt of a compound I where R.sup.3, R.sup.7 and/or R.sup.8 is hydrogen.