Process and a composition for immunizing plants against diseases
First Claim
1. Compounds of formula XI'"'"' ##STR113## in which:
- X'"'"' is hydrogen, halogen, methyl, methoxy or COOH;
Eb hydrogen, C1 -C16 alkyl, benzyl, acetyl, the sulfonic acid radical (--SO3 H--), cyano, or as part of a disulfide bridge, is a second radical ##STR114## in which;
Zb is cyano or COA;
A is UR, N(R1)R2 or U1 N(═
C)n (R3)R4 ;
M is the molar equivalent of an alkali metal or alkaline earth metal ion that has been formed from a corresponding base or basic compound;
U is oxygen or sulfur;
U1 is oxygen or --N(R5)--;
R is C1 -C8 alkyl, C1 -C8 alkyl that is substituted by halogen, cyano, hydroxy or by U--C1 -C3 alkyl, (T)--COOH or (T)--COOC1 -C4 alkyl, C3 -C6 alkenyl, halo-substituted C3 -C6 alkenyl, C3 -C6 alkynyl, halo-substituted C3 -C6 -alkynyl, (T)n --C3 -C8 cycloalkyl, or a group selected from the following;
##STR115## each of Xa, Xb and Xc, independently of the others, is hydrogen, halogen, hydroxy, cyano, HOOC, MOOC, C1 -C3 alkyl-OOC, C1 -C4 alkyl, C1 -C4 alkoxy, C1 -C2 haloalkyl having up to 5 halogen atoms;
orXa is C1 -C2 haloalkoxy having up to 5 halogen atoms, phenyl, phenoxy, benzyloxy or sulfamoyloxy and Xb and Xc are both hydrogen;
orXa is phenyl, phenoxy or benzyloxy and Xb is halogen or methyl and Xc is hydrogen;
orXa, Xb and Xc together are 4 or 5 fluorine atoms;
naphth is a naphthyl radical that is unsubstituted or is substituted by halogen, methyl or by methoxy;
W is a 5- to 7-membered saturated or unsaturated heterocycle having from 1 to 3 hetero atoms from the group O, N and S that is unsubstituted or is substituted by halogen, trifluoromethyl, cyano, C1 -C2 alkyl or by a C1 -C2 -alkoxycarbonyl-C2 -C4 alkyleneimino radical, or is a monosaccharide radical;
T is a bridge member --CH2 --, --CH2 CH2 --, --CH(CH3)--, --CH2 CH2 CH2 -- or --CH2 CH2 O--;
R1 is C1 -C5 alkyl, C1 -C5 alkyl interrupted by an oxygen or sulfur atom, C1 -C5 alkyl substituted by halogen, cyano, HOOC or by C1 -C2 alkyl-OOC, C1 -C5 alkyl interrupted by an oxygen or sulfur atom and substituted by halogen, cyano, HOOC or by C1 -C2 alkyl-OOC, C3 -C5 alkenyl, C3 -C5 -alkenyl substituted by C1 -C3 alkyl-OOC, C3 -C5 alkynyl, C3 -C5 -alkynyl substituted by C1 -C3 alkyl-OOC, (T)n --C3 -C6 cycloalkyl, (T)n --C3 -C6 cycloalkyl substituted by C1 -C3 alkyl-OOC, (T)n -phenyl, or (T)n -phenyl substituted in the phenyl moiety by halogen, hydroxy, methyl, CF3, cyano, methoxy, HOOC or by MOOC;
R2 is hydroxy, C1 -C3 alkyl, C1 -C3 alkyl substituted by cyano or by C1 -C3 -alkoxy, C1 -C4 alkoxy, or a 3- to 6-membered saturated or unsaturated heterocycle containing O, N or S as hetero atoms;
R1 and R2 together are a heterocycle W;
R3 is hydrogen, cyano, C1 -C6 alkyl, phenyl, phenyl substituted by halogen, hydroxy, methyl, methoxy, HOOC or by MOOC, or a heterocycle W;
R4 is C1 -C6 alkyl, C1 -C6 alkanoyl, C1 -C3 alkanoyl substituted by halogen or by C1 -C3 alkoxy, C3 -C5 alkenoyl, or C3 -C5 alkenoyl substituted by halogen or by C1 -C3 alkoxy;
R3 and R4 together are a heterocycle W or a carbocyclic ring W'"'"';
W'"'"' is a carbocyclic radical having from 3 to 7 ring carbon atoms;
R5 is methyl;
R6 is hydrogen or C1 -C4 alkyl; and
n is 0 or 1.
1 Assignment
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Accused Products
Abstract
A method and composition for the immunization of healthy useful plants against plant diseases containing as active ingredients compounds of formula ##STR1## in which: X is hydrogen, halogen, hydroxy, methyl, methoxy, HOOC or MOOC;
Y is hydrogen, halogen, SO3 H, SO3 M, nitro, hydroxy or amino, M being the molar equivalent of an alkali metal or alkaline earth metal ion that is formed from a corresponding base or basic compound; and
Z is cyano or --CO--A;
A represents either --OH or --SH, the hydrogen atom of which may also be replaced by the molar equivalent of an inorganic or organic cationic residue,
or wherein A represents any other organic residue which has a molecular weight of less than 900 and which may also contain one, or more than one, hetero atom, including the salts of the phytophysiologically tolerable 7-carboxylic acid or 7-thiocarboxylic acid with primary, secondary or tertiary amines or with inorganic bases.
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Citations
1 Claim
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1. Compounds of formula XI'"'"' ##STR113## in which:
- X'"'"' is hydrogen, halogen, methyl, methoxy or COOH;
Eb hydrogen, C1 -C16 alkyl, benzyl, acetyl, the sulfonic acid radical (--SO3 H--), cyano, or as part of a disulfide bridge, is a second radical ##STR114## in which;
Zb is cyano or COA;A is UR, N(R1)R2 or U1 N(═
C)n (R3)R4 ;M is the molar equivalent of an alkali metal or alkaline earth metal ion that has been formed from a corresponding base or basic compound; U is oxygen or sulfur; U1 is oxygen or --N(R5)--; R is C1 -C8 alkyl, C1 -C8 alkyl that is substituted by halogen, cyano, hydroxy or by U--C1 -C3 alkyl, (T)--COOH or (T)--COOC1 -C4 alkyl, C3 -C6 alkenyl, halo-substituted C3 -C6 alkenyl, C3 -C6 alkynyl, halo-substituted C3 -C6 -alkynyl, (T)n --C3 -C8 cycloalkyl, or a group selected from the following;
##STR115## each of Xa, Xb and Xc, independently of the others, is hydrogen, halogen, hydroxy, cyano, HOOC, MOOC, C1 -C3 alkyl-OOC, C1 -C4 alkyl, C1 -C4 alkoxy, C1 -C2 haloalkyl having up to 5 halogen atoms;
orXa is C1 -C2 haloalkoxy having up to 5 halogen atoms, phenyl, phenoxy, benzyloxy or sulfamoyloxy and Xb and Xc are both hydrogen;
orXa is phenyl, phenoxy or benzyloxy and Xb is halogen or methyl and Xc is hydrogen;
orXa, Xb and Xc together are 4 or 5 fluorine atoms; naphth is a naphthyl radical that is unsubstituted or is substituted by halogen, methyl or by methoxy; W is a 5- to 7-membered saturated or unsaturated heterocycle having from 1 to 3 hetero atoms from the group O, N and S that is unsubstituted or is substituted by halogen, trifluoromethyl, cyano, C1 -C2 alkyl or by a C1 -C2 -alkoxycarbonyl-C2 -C4 alkyleneimino radical, or is a monosaccharide radical; T is a bridge member --CH2 --, --CH2 CH2 --, --CH(CH3)--, --CH2 CH2 CH2 -- or --CH2 CH2 O--; R1 is C1 -C5 alkyl, C1 -C5 alkyl interrupted by an oxygen or sulfur atom, C1 -C5 alkyl substituted by halogen, cyano, HOOC or by C1 -C2 alkyl-OOC, C1 -C5 alkyl interrupted by an oxygen or sulfur atom and substituted by halogen, cyano, HOOC or by C1 -C2 alkyl-OOC, C3 -C5 alkenyl, C3 -C5 -alkenyl substituted by C1 -C3 alkyl-OOC, C3 -C5 alkynyl, C3 -C5 -alkynyl substituted by C1 -C3 alkyl-OOC, (T)n --C3 -C6 cycloalkyl, (T)n --C3 -C6 cycloalkyl substituted by C1 -C3 alkyl-OOC, (T)n -phenyl, or (T)n -phenyl substituted in the phenyl moiety by halogen, hydroxy, methyl, CF3, cyano, methoxy, HOOC or by MOOC; R2 is hydroxy, C1 -C3 alkyl, C1 -C3 alkyl substituted by cyano or by C1 -C3 -alkoxy, C1 -C4 alkoxy, or a 3- to 6-membered saturated or unsaturated heterocycle containing O, N or S as hetero atoms; R1 and R2 together are a heterocycle W; R3 is hydrogen, cyano, C1 -C6 alkyl, phenyl, phenyl substituted by halogen, hydroxy, methyl, methoxy, HOOC or by MOOC, or a heterocycle W; R4 is C1 -C6 alkyl, C1 -C6 alkanoyl, C1 -C3 alkanoyl substituted by halogen or by C1 -C3 alkoxy, C3 -C5 alkenoyl, or C3 -C5 alkenoyl substituted by halogen or by C1 -C3 alkoxy; R3 and R4 together are a heterocycle W or a carbocyclic ring W'"'"'; W'"'"' is a carbocyclic radical having from 3 to 7 ring carbon atoms; R5 is methyl; R6 is hydrogen or C1 -C4 alkyl; and n is 0 or 1.
- X'"'"' is hydrogen, halogen, methyl, methoxy or COOH;
Specification