Carbamates and crop protection agents containing them
AssigneeBASF SE
InventorsBernd Mueller, Hubert Sauter, Franz Roehl, Reinhard Doetzer, Gisela Lorenz, Eberhard Ammermann
Life of this patent
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Abstract
Carbamates of the formula I ##STR1## wherein B is a saturated or unsaturated heterocyclic group, and the other substituents are defined in the specification, and having crop protection properties.
Claims24
A carbamate of the formula VII ##STR286## where the substituents have the following meanings:
- X and Y are identical or different and each is hydrogen, F, Cl, Br, CF.sub.3, CN, NO.sub.2, alkoxy, alkenyloxy, alkynyloxy, alkyl, alkenyl or alkynyl or may together be condensed to form a substituted or unsubstituted aromatic or heteroaromatic, alicyclic or heterocyclic, partially or completely hydrogenated ring,
- R.sup.1 is substituted or unsubstituted and is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or --CO.sub.2 -alkyl,
- A is --O--, S--S, --CR.sup.2 .dbd.CR.sup.3 --, CHR.sup.2 --O--, --CHR.sup.2 --S--, --CHR.sup.2 --O--N.dbd.C(R.sup.4)--, --CR.sup.2 .dbd.N--O--, --O--N.dbd.C(R.sup.4)--, --C.dbd.C--, --CHR.sup.2 --CHR.sup.3 --, --CHR.sup.2 --O--CO--, --O--CHR.sup.2 -- or a single bond,
- B is a substituted or unsubstituted, saturated or unsaturated heterocyclic group,
- R.sup.2 and R.sup.3 are identical or different and each is hydrogen, alkyl, alkenyl, alkynyl or cycloalkyl and R.sup.4 is hydrogen, cyano, alkyl, alkenyl, alkynyl, cycloalkyl or alkoxy, or plant-tolerated acid and base adducts.
Hydroxylamine derivatives of the formula XIV ##STR290## where the substituents have the following meanings:
- Z is NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2, CH.sub.3, C.sub.2 H.sub.5, CF.sub.3 or CCl.sub.3,
- X and Y are identical or different and each is hydrogen, F, Cl, Br, CF.sub.3, CN, NO.sub.2, alkoxy, alkenyloxy, alkynyloxy, alkyl, alkenyl or alkynyl or together may be condensed to form a substituted or unsubstituted aromatic or heteroaromatic, alicyclic or heterocyclic, partially or completely hydrogenated ring,
- R.sup.1 is substituted or unsubstituted and is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or --CO.sub.2 -alkyl,
- A is --O--, --S--, --CR.sup.2 .dbd.CR.sup.3 --, CHR.sup.2 --O--, --CHR.sup.2 --S--, --CHR.sup.2 --O--N.dbd.C(R.sup.4)--, --CR.sup.2 .dbd.N--O--, --O--N.dbd.C(R.sup.4)--, --C.dbd.C--, --CHR.sup.2 --CHR.sup.3 --, --CHR.sup.2 --O--CO--, --O--CHR.sup.2 -- or a single bond,
- B is a substituted or unsubstituted, saturated or unsaturated heterocyclic group,
- R.sup.2 and R.sup.3 are identical or different and each is hydrogen, alkyl, alkenyl, alkynyl or cycloalkyl and R.sup.4 is hydrogen, cyano, alkyl, alkenyl, alkynyl, cycloalkyl or alkoxy, or its plant-tolerated acid and base adducts.
A compound of the formula XV ##STR291## where A is --O--, --S--, --CR.sup.2 .dbd.CR.sup.3 --, CHR.sup.2 --O----CHR.sup.2 --S--, --CHR.sup.2 --O--N.dbd.C(R.sup.4)--, --CR.sup.2 .dbd.N--O--, --O--N.dbd.C(R.sup.4)--, --C.dbd.C--, --CHR.sup.2 --CHR.sup.3 --, --CHR.sup.2 --O--CO--, --O--CHR.sup.2 -- or a single bond, B is a substituted or unsubstituted saturated or unsaturated heterocyclic group, Z is methoxy, NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2, CH.sub.3, C.sub.2 H.sub.5, CF.sub.3 or CCl.sub.3, R.sup.1 is substituted or unsubstituted and is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or --CO.sub.2 -alkyl and X and Y are identical or different and each is hydrogen, F, Cl, Br, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or cyano.
A compound of the formula XIX ##STR295## where R.sup.1 is hydrogen, alkyl, alkenyl, alkynyl, cyclopropyl, cyclopropylmethyl, cyclobutyl, --CH.sub.2 --CN, --CH.sub.2 --O--CH.sub.3, or --CO.sub.2 CH.sub.3, X and Y are identical or different and each is hydrogen, F, Cl, Br, CF.sub.3, CN, NO.sub.2, alkoxy, alkenyloxy, alkynyloxy, alkyl, alkenyl or alkynyl, or may be condensed together to form a phenyl ring, Z is methoxy, B is a substituted or unsubstituted saturated or unsaturated heterocyclic group.
A compound of the formula XXV ##STR296## where the substituents have the following meanings:
- X and Y are identical or different and each is F, Cl, Br, CF.sub.3, CN, NO.sub.2, alkoxy, alkenyloxy, alkynyloxy, alkyl, alkenyl or alkynyl or may together be condensed to form a substituted or unsubstituted aromatic or heteroaromatic, alicyclic or heterocyclic, partially or completely hydrogenated ring, or Y is hydrogen,
- R.sup.1 is substituted or unsubstituted and is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or --CO.sub.2 -alkyl,
- A is --O----S--, --CR.sup.2 .dbd.CR.sup.3 --, CHR.sup.2 --O--, --CHR.sup.2 --S--, --CHR.sup.2 --O--N.dbd.C(R.sup.4)--, --CR.sup.2 .dbd.N--O--, --O--N.dbd.C(R.sup.4)--, --C.dbd.C--, --CHR.sup.2 --CHR.sup.3 --, --CHR.sup.2 --O--CO--, --O--CHR.sup.2 -- or a single bond,
- B is a substituted or unsubstituted, saturated or unsaturated heterocyclic group.
- R.sup.2 and R.sup.3 are identical or different and each is hydrogen, alkyl, alkenyl, alkynyl or cycloalkyl and R.sup.4 is hydrogen, cyano, alkyl, alkenyl, alkynyl, cycloalkyl or alkoxy, or its plant-tolerated acid and base adducts.
An aniline derivative of the formula XXXVI ##STR302## where the substituents have the following meanings:
- Z is NH.sub.2, NHCH.sub.3, N(CH.sub.3).sub.2, CH.sub.3, C.sub.2 H.sub.5, CF.sub.3, or CCl.sub.3, X and Y are H,
- R.sup.1 is H,
- A is --O--,
- B is pyrimidin-6-yl-4-O-2-methylphenyl,
- or its plant-tolerated acid and base adducts.
A carbamate of the formula I ##STR303## where the substitutents have the following meanings:
- Z is methoxy,
- X and Y are H,
- R.sup.1 is H,
- A is --O--,
- B is pyrimidin-6-yl-4-O-2-methylphenyl,
- or its plant-tolerated acid and base adducts.
Dependencies are inferred from the claim text.