Carboxamides

Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing

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546209, 548248, 504269, 504193, 504196, 504266, 504252, 504270, 504262, 504263, 504242, 504239, 504248, 504249, 504191, 504265, A01N 4340, C07D41302, C07D26106

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active

052019322

ABSTRACT:
Carboxamides Ia, Ib, Ic and Id ##STR1## (X=O, S; R.sup.1 =H, halogen, substituted or unsubstituted alkyl, substituted or unsubstituted benzyl, alkoxy, alkylthio, haloalkoxy, haloalkylthio, substituted or unsubstituted phenyl, substituted or unsubstituted phenoxy or phenylthio, a substituted or unsubstituted 5- or 6-membered heterocyclic radical containing one or two heteroatoms, cycloalkyl-substituted alkyl, substituted or unsubstituted alkenyl which may be epoxidized, substituted or unsubstituted alkynyl, substituted or unsubstituted cycloalkyl or cycloalkenyl; R.sup.1 '=cycloalkyl-substituted alkyl, substituted or unsubstituted alkenyl which may be epoxidized, substituted or unsubstituted cycloalkenyl; R.sup.2 =CHO, 4,5-dihydrooxazol-2-yl, COYR.sup.5, CONR.sup.6 R.sup.7 ; Y=O, S; R.sup.5 =H, substituted or unsubstituted alkyl, cycloalkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted cycloalkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted phenyl, a 5- or 6-membered heterocyclic radical containing up to 3 heteroatoms, benzotriazole, N-phthalimido, tetrahydrophthalimido, succinimido, maleiimido, 2,2-dimethyl-1,3-dioxolan-4-ylmethyl, 1,3-dioxolan-2-on-4-ylmethyl, and when Y.dbd.O: one equivalent of a cation from the group of the alkali or alkaline earth metals, Mn, Cu, Fe ammonium and substituted ammonium, a radical --N.dbd.CR.sup.8 R.sup.9 or --W--Z; R.sup.8, R.sup.9 .dbd.H, substituted or unsubstituted alkyl, substituted or unsubstituted haloalkyl, cycloalkyl, alkoxy, furanyl, substituted or unsubstituted phenyl; R.sup.8 +R.sup.9 =4-7-membered methylene chain; W=alkylene chain, ethoxyethylene chain, butylene, butynylene chain; Z=a molecular moiety bonded to W in the .omega.-position and is the same as that linked to W in the .alpha.-position of W; R.sup.6 .dbd.H, alkyl, cycloalkyl; R.sup.7 .dbd.H; alkyl; --C(O-alkyl).dbd.N--H or --(O--alkyl).dbd.N--alkyl; R.sup.6 +R.sup.7 =4-5-membered methylene chain; R.sup.3 .dbd.H, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl; R.sup.4 .dbd.H, OH, alkoxy, subsituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, di-(C.sub.1 -C.sub.4)-alkylamino, a substituted or unsubstituted 5- or 6-membered heterocyclic radical containing one or two heteroatoms, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl; R.sub.3 +R.sub.4 =4-7-membered methylene chain which may be interrupted by O, S or N--CH.sub.3, or --(CH.sub.2).sub.3 --CO--)
and their environmentally tolerated salts.
The compounds Ia to Id are suitable as herbicides.

REFERENCES:
patent: 3409616 (1968-11-01), Conover
patent: 3502660 (1970-03-01), Butler et al.
patent: 3524862 (1970-08-01), Conover
patent: 3699117 (1972-10-01), Butler et al.
patent: 5001124 (1991-03-01), Patterson et al.
Journal of Heterocyclic Chemistry, Nov.-Dec. 1985.
Journal of the Chemical Society, 1965, pp. 7277-7282, London GB.
Chemical Abstracts, vol. 97, No. 3, Jul. 19, 1982.
Journal of the Chemical Society Perkin Transactions I, 1987.
Journal of the Chemical Society, 1959, pp. 3061-3072.
Journal of the Chemical Soc., (1959) 3061 (CA 54:12113).
Journal of the Chem. Soc., (1965) 7277 (CA 64:5065b).
J. Heterocycl. Chem. 22, 1561 (1985).
Gass. Chim. Ital., 97(1), 25-33 (1967).
Perkins Trans. I, 2391-2394 (1982).

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