N-Heterocyclosulfonyl-N'-pyrimidinylureas and N-heterocyclosulfo

Details N-Heterocyclosulfonyl-N'-pyrimidinylureas and N-heterocyclosulfo N-Heterocyclosulfonyl-N'-pyrimidinylureas and N-heterocyclosulfo

1983-06-06

1985-10-29

Gerstl, Robert

Chemistry: fertilizers

Processes and products

Forms or conditioning

71 92, 71 93, 544212, 544320, C07D40912, C07D40712, C07D40112, A01N 4736

Patent

active

045498989

ABSTRACT:
N-heterocyclosulfonyl-N'-pyrimidinylureas and N-heterocyclosulfonyl-N'-triazinylureas of the general formula I ##STR1## wherein X is oxygen, sulfur, ##STR2## Y is oxygen or sulfur, Z is oxygen or sulfur,
E is nitrogen or --CH.dbd.,
R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 alkylthio, --NR.sub.6 R.sub.7 or alkoxyalkyl containing not more than 4 carbon atoms,
R.sub.2 is hydrogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 haloalkyl, halogen, nitro, C.sub.1 -C.sub.3 alkoxy, ##STR3## --SO.sub.2 --NR.sub.6 R.sub.7, --SO.sub.n --C.sub.1 -C.sub.3 alkyl or --CO--R.sub.9,
R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.3 alkyl, methoxy, nitro or trifluoromethyl,
R.sub.4 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 cyanoalkyl, C.sub.3 14 C.sub.6 cycloalkyl, benzyl, --CO--C.sub.1 -C.sub.4 alkoxy, --CO--NR.sub.6 R.sub.7 or --CO--C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by 1 to 3 halogen atoms,
R.sub.5 is hydrogen, nitro, fluorine, chlorine, bromine, methyl, trifluoromethyl, --SO.sub.n --C.sub.1 -C.sub.3 alkyl, --CO--C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.3 alkoxy,
R.sub.6 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.4 cyanoalkyl, methoxy or ethoxy,
R.sub.7 is hydrogen, C.sub.1 -C.sub.6 alkyl or C.sub.3 -C.sub.6 alkenyl, or
R.sub.6 and R.sub.7, together with the nitrogen atom to which they are attached, form a 5- or 6-membered saturated heterocyclic ring which may contain an oxygen or a sulfur atom as ring member,
R.sub.8 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.4 -Chd 7cycloalkylalkyl or alkoxyalkyl containing not more than 4 carbon atoms,
R.sub.9 is C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.6 alkenyloxy, C.sub.3 -C.sub.6 alkynyloxy, C.sub.2 -C.sub.6 haloalkoxy, C.sub.1 -C.sub.4 cyanoalkoxy, C.sub.1 -C.sub.6 alkylthio, C.sub.3 -C.sub.6 alkenylthio, C.sub.3 -C.sub.6 alkynylthio, C.sub.5 -C.sub.6 cycloalkoxy, C.sub.4 -C.sub.7 cycloalkylalkoxy, --NR.sub.6 R.sub.7 or alkoxyalkoxy containing not more than 6 carbon atoms,
W is oxygen or .dbd.N--O--R.sub.10, wherein R.sub.10 is hydrogen, C.sub.1 -C.sub.6 alkyl or C.sub.3 -C.sub.6 alkenyl, and
n is a value from 0 to 2
and the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases, have good preemergence and postemergence selective herbicidal and growth regulating properties.

REFERENCES:
patent: 4214890 (1980-07-01), Levitt
patent: 4368067 (1983-01-01), Budzinski

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