Back to results
US 5,847,146 AGranted
N-heteroartyl-n'-(pyrid-2yl-sulfonyl) ureas, processes for their preparation, and their use as herbicides and plant growth regulators
AssigneeHoechst Schering AgrEvo GmbH
InventorsRainer Schutze, Heinz Kehne, Klaus Bauer, Hermann Bieringer
Life of this patent
Estimating the term…
Abstract
N-Heteroaryl-N'-(pyrid-2-yl-sulfonyl)ureas, processes for their preparation, and their use as herbicides and plant growth regulators Compounds of the formula (I) ##STR1## in which R.sup.1 -R.sup.4, A, n, m and w are as defined in claim 1, are suitable as herbicides for controlling harmful plants and can be prepared, inter alia, from the sulfonamides of the formula (II) ##STR2## by reacting them with carbamates R*O--CO--NR.sup.4 --A.
Claims8
A compound of the formula (II) ##STR22## in which R.sup.1, R.sup.2, R.sup.3, m and n are:
- R.sup.1 is H, (C.sub.1 -C.sub.6)alkyl which is unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, nitro, (C.sub.1 -C.sub.4)alkoxy, (C.sub.3 -C.sub.6)cycloalkyl, aryl and substituted aryl, or aryl in which the aryl radical is unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, nitro, (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)-haloalkyl and (C.sub.1 -C.sub.4)alkoxy,
- R.sup.2 is H, (C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl or (C.sub.2 -C.sub.6)-alkynyl, each of the three last-mentioned radicals being unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4)alkoxy, (C.sub.1 -C.sub.4)alkylthio, (C.sub.1 -C.sub.4)alkylsulfynyl, (C.sub.1 -C.sub.4)alkylsulfonyl, nitro, cyano and thiocyanato, or (C.sub.1 -C.sub.6)alkoxy or (C.sub.1 -C.sub.6)alkylthio, the last-mentioned 2 radicals being unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4)alkoxy, (C.sub.1 -C.sub.4)alkylthio, aryl and substituted aryl, (C.sub.3 -C.sub.7)cycloalkyl or (C.sub.3 -C.sub.7)cycloalkoxy, the last-mentioned 2 radicals being unsubstituted or substituted by one or more radicals selected from the group consisting of (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)alkoxy, (C.sub.1 -C.sub.4)alkylthio, (C.sub.1 -C.sub.4)haloalkyl and halogen, or aryl, substituted aryl, or a radical of the formula NR.sup.a R.sup.b,
- R.sup.3 is (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.3)haloalkyl, halogen, NO.sub.2, CN, (C.sub.1 -C.sub.3)alkoxy, (C.sub.1 -C.sub.3)haloalkoxy, (C.sub.1 -C.sub.3)-alkylthio, (C.sub.1 -C.sub.3)alkoxy-(C.sub.1 -C.sub.3)alkyl, (C.sub.1 -C.sub.3)-alkoxy!-carbonyl, (C.sub.1 -C.sub.3)alkylamino, di(C.sub.1 -C.sub.3)-alkyl!-amino, (C.sub.1 -C.sub.6)-alkylsulfynyl, (C.sub.1 -C.sub.3)-alkylsulfonyl, SO.sub.2 NR.sup.c R.sup.d or C(O)NR.sup.e R.sup.f,
- R.sup.a, R.sup.b, R.sup.c, R.sup.d, R.sup.e and R.sup.f independently of one another are H, (C.sub.1 -C.sub.4)alkyl, (C.sub.3 -C.sub.6)alkenyl, (C.sub.3 -C.sub.6)-alkynyl, (C.sub.1 -C.sub.4)alkyl!-carbonyl, arylcarbonyl, which is unsubstituted or substituted in the aryl radical, or the pairs R.sup.a and R.sup.b, R.sup.c and R.sup.d or R.sup.e and R.sup.f together with the N atom linking them are a heterocyclic saturated or unsaturated ring which is unsubstituted or substituted and which has 3 to 7 ring atoms and 0, 1 or 2 further hetero atoms selected from the group consisting of N, O and S,
- m is 0 or 1, and
- n is 0, 1 or 2.
3 more elements
A compound of the formula (I*) ##STR23## in which R.sup.1, R.sup.2, R.sup.3, n and m are:
- R.sup.1 is H, (C.sub.1 -C.sub.6)alkyl which is unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, nitro, (C.sub.1 -C.sub.4)alkoxy, (C.sub.3 -C.sub.6)cycloalkyl, aryl and substituted aryl, or aryl in which the aryl radical is unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, nitro, (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)-haloalkyl and (C.sub.1 -C.sub.4)alkoxy,
- R.sup.2 is H, (C.sub.1 -C.sub.6)alkyl, (C.sub.2 -C.sub.6)alkenyl or (C.sub.2 -C.sub.6)-alkynyl, each of the three last-mentioned radicals being unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4)alkoxy, (C.sub.1 -C.sub.4)alkylthio, (C.sub.1 -C.sub.4)alkylsulfnyl, (C.sub.1 -C.sub.4)alkylsulfonyl, nitro, cyano and thiocyanato, or (C.sub.1 -C.sub.6)alkoxy or (C.sub.1 -C.sub.6)alkylthio, the last-mentioned 2 radicals being unsubstituted or substituted by one or more radicals selected from the group consisting of halogen, (C.sub.1 -C.sub.4)alkoxy, (C.sub.1 -C.sub.4)alkylthio, aryl and substituted aryl, (C.sub.3 -C.sub.7)-cycloalkyl or (C.sub.3 -C.sub.7)cycloalkoxy, the last-mentioned 2 radicals being unsubstituted or substituted by one or more radicals selected from the group consisting of (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.4)-alkoxy, (C.sub.1 -C.sub.4)alkylthio, (C.sub.1 -C.sub.4)haloalkyl and halogen, or aryl, substituted aryl, or a radical of the formula NR.sup.a R.sup.b,
- R.sup.3 is (C.sub.1 -C.sub.4)alkyl, (C.sub.1 -C.sub.3)haloalkyl, halogen, NO.sub.2, CN, (C.sub.1 -C.sub.3)alkoxy, (C.sub.1 -C.sub.3)haloalkoxy, (C.sub.1 -C.sub.3)-alkylthio, (C.sub.1 -C.sub.3)alkoxy-(C.sub.1 -C.sub.3)alkyl, (C.sub.1 -C.sub.3)-alkoxy!-carbonyl, (C.sub.1 -C.sub.3)alkylamino, di(C.sub.1 -C.sub.3)-alkyl!-amino, (C.sub.1 -C.sub.6)-alkylsulfynyl, (C.sub.1 -C.sub.3)-alkylsulfonyl, SO.sub.2 NR.sup.c R.sup.d or C(O)NR.sup.e R.sup.f,
- R.sup.a, R.sup.b, R.sup.c, R.sup.d, R.sup.e and R.sup.f independently of one another are H, (C.sub.1 -C.sub.4)alkyl, (C.sub.3 -C.sub.6)alkenyl, (C.sub.3 -C.sub.6)-alkynyl, (C.sub.1 -C.sub.4)alkyl !-carbonyl, arylcarbonyl, which is unsubstituted or substituted in the aryl radical, or the pairs R.sup.a and R.sup.b, R.sup.c and R.sup.d or R.sup.e and R.sup.f together with the N atom linking them are a heterocyclic saturated or unsaturated ring which is unsubstituted or substituted and which has 3 to 7 ring atoms and 0, 1 or 2 further hetero atoms selected from the group consisting of N, O and S,
- m is 0 or 1,
- n is 0, 1 or 2,
- and in which R* is a radical of the formula:
- SO.sub.2 NH.sub.2, SO.sub.2 NHCO--OC.sub.6 H.sub.5, SO.sub.2 NCO or SO.sub.2 N-tert-C.sub.4 H.sub.9.
5 more elements
Dependencies are inferred from the claim text.