Ciba-geigy Corporation

Syngenta Crop Protection, Inc.

Rolf Schurter

Werner Fory

Hermann Rempfler

Willy Meyer

Beat Bohner

Georg Pissiotas

Walter Kunz

Karl Gass

Peter J Diel

Henry Szczepanski

Hans-Georg Brunner

Werner Topfl

Robert Nyfeler

Konrad Oertle

Verena Laanio

Dieter Reinehr

Hans Tobler

Henry Martin

Dieter Durr

Beat Muller

Haukur Kristinsson

Rudolph C Thummel

Rene Eric Muntwyler

Johannes P Pachlatko

Werner F/o/ Ry

Alfons Lukaszczyk

Niels Clauson-Kaas

Hans Moser

Alfred Sallmann

Marc Gerspacher

Peter Baumeister

Kurt Nebel

Urs Siegrist

Karl Gatzi

Werner Fury

Karl Gotzi

Beat B/o/ Hner

Herbicides

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, SO.sub.3 H, SO.sub.3 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.

Process and a composition for immunizing plants against disease

A compound of the formula II ##STR1## in which R.sub.1 is hydrogen, halogen, 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 haloalkoxy or CF.sub.3 and A is C.sub.1 -C.sub.6 alkyl or C.sub.3 -C.sub.6 cycloalkyl, each of which is monosubstituted to trisubstituted by halogen, or is C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl, each of which is substituted by C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.2 -C.sub.4 alkenyl, C.sub.5 -C.sub.6 cycloalkenyl, amino, C.sub.1 -C.sub.4 alkylamino, C.sub.1 -C.sub.4 dialkylamino or C.sub.2 -C.sub.4 alkynyl, it being possible for the C.sub.2 -C.sub.4 alkenyl radical and the C.sub.5 -C.sub.6 cycloalkenyl radical to be additionally monosubstituted to trisubstituted by halogen; or A is a 4- to 6-membered saturated heterocycle which contains a hetero atom selected from the group consisting of O, N and SO.sub.2 ; or A is C.sub.1 -C.sub.4 alkyl which is substituted by a 4- to 6-membered saturated heterocycle which contains a hetero atom selected from the group consisting of O, N and SO.sub.2.

Pyridin-2-yl-sulfonamides useful for the preparation of herbicidally

(Cyclopropyl-triazinyl- and cyclopropyl-pyrimidinyl-)pyridylsulfonylureas of formula I ##STR1## wherein R and R.sub.1 are each independently of the other hydrogen or methyl;

Pyridylsulfonylureas

N-Pyridylsulfonyl-N'-pyrimidinylureas of formula I ##STR1## wherein R.sub.1 is methyl or methoxy and R.sub.2 is hydrogen or methyl; and the salts of those compounds with mines, alkali metal or alkaline earth metal bases or with quaternary ammonium bases, have good pre- and post-emergence selective herbicidal and growth-regulating properties.

Sulfonylureas

N-Pyridinesulfonyl-N'-pyrimidinyl- and -triazinylureas of the formula I ##STR1## in which R.sub.1 is hydrogen, halogen, 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 haloalkoxy or CF.sub.3 ; R.sub.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; A is C.sub.1 -C.sub.6 alkyl or C.sub.3 -C.sub.6 cycloalkyl, each of which is monosubstituted to trisubstituted by halogen, or is C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl, each of which is substituted by C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.2 -C.sub.4 alkenyl, C.sub.5 -C.sub.6 cycloalkenyl, amino, C.sub.1 -C.sub.4 alkylamino, C.sub.1 -C.sub.4 dialkylamino or C.sub.2 -C.sub.4 alkynyl, it being possible for the C.sub.2 -C.sub.4 alkenyl radical and the C.sub.5 -C.sub.6 cycloalkenyl radical to be additionally monosubstituted to trisubstituted by halogen; or A is a 4- to 6-membered saturated heterocycle which contains a hetero atom selected from the group comprising O, N and SO.sub.2 ; or A is C.sub.1 -C.sub.4 alkyl which is substituted by a 4- to 6-membered saturated heterocycle which contains a hetero atom selected from the group comprising O, N and SO.sub.2 ; X is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkyl which is monosubstituted to trisubstituted by halogen, or is C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkoxy which is monosubstituted to trisubstituted by halogen; Y is halogen, C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkyl which is monosubstituted to trisubstituted by halogen, or is C.sub.1 -C.sub.3 alkoxy, C.sub.1 -C.sub.3 alkoxy which is monosubstituted to trisubstituted by halogen, or is cyclopropyl, methylamino or dimethylamino; and E is nitrogen or the methine group, and the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases have good selective herbicidal properties pre-emergence and post-emergence, and good growth-regulating properties.

Pyridyl sulfonylurea herbicides

N-Pyridinesulfonyl-N'-pyrimidinyl- and -triazinylureas of the formula I ##STR1## in which R.sub.1 and R.sub.2 independently of one another are hydrogen, C.sub.1 -C.sub.8 alkyl or C.sub.3 -C.sub.8 cycloalkyl; C.sub.2 -C.sub.8 alkyl or C.sub.3 -C.sub.8 cycloalkyl, each of which is monosubstituted or polysubstituted by halogen; C.sub.1 -C.sub.8 alkyl or C.sub.3 -C.sub.8 cycloalkyl, each of which is substituted by --NR.sub.5 R.sub.6, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkyl--S(O).sub.n --; C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl, each of which is substituted by C.sub.2 -C.sub.4 alkenyl, C.sub.5 -C.sub.6 cycloalkenyl, C.sub.2 -C.sub.6 alkynyl or C.sub.4 -C.sub.8 alkadienyl; it being possible for the C.sub.2 -C.sub.4 alkenyl, C.sub.5 -C.sub.6 cycloalkenyl and C.sub.4 -C.sub.8 alkadienyl radicals to be monosubstituted or polysubstituted by halogen; or R.sub.1 and R.sub.2 together are a 4-5-membered C.sub.4 -C.sub.10 alkylene chain which can be interrupted by oxygen, sulfur or N--R.sub. 7 ; R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio; C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio, each of which is monosubstituted or polysubstituted by halogen; R.sub.4, R.sub.5, R.sub.6 and R.sub.7 independently of one another are hydrogen or C.sub.1 -C.sub.4 alkyl; n is 0, 1 or 2; X is C.sub.1 -C.sub.3 alkyl, or C.sub.1 -C.sub.3 alkyl which is monosubstituted to trisubstituted by halogen; C.sub.1 -C.sub.3 alkoxy, or C.sub.1 -C.sub.3 alkoxy which is monosubstituted to trisubstituted by halogen; Y is halogen, C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkyl which is monosubstituted to trisubstituted by halogen; C.sub.1 -C.sub.3 alkoxy, or C.sub.1 -C.sub.3 alkoxy which is monosubstituted to trisubstituted by halogen; cyclopropyl, methylamino or dimethylamino; and E is nitrogen or the methine group, and the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases have good selective herbicidal and growth-regulating properties when used pre- and post-emergence.

Certain-3-amino-2-pyridine-sulfonamide intermediates

Novel benzo-1,2,3-thiadiazole derivatives of the formula ##STR1## in which R.sub.4 is Hal or OH; R.sub.1, R.sub.2 and R.sub.3 independently of one another are hydrogen, halogen, methyl, methoxy or methylthio.

Compositions for protecting plants from diseases

Novel benzo-1,2,3-thiadiazole-7-carboxylic acid esters of formula ##STR1## in which Y is oxygen or sulfur;

Compositions for protecting plants against disease

Compositions comprising, as active ingredients, compounds of the formula I ##STR1## in which: X.sub.1, X.sub.2 and X.sub.3 independently of one another are hydrogen, methyl, methoxy, methylthio, halogen or nitro;

Substituted benzo-1,2,3-thiadiazoles

The invention relates to compounds of formula I ##STR1## wherein R is hydrogen or C.sub.1 -C.sub.7 alkyl, or wherein R is the structural element-alk-R.sub.1 in which alk is C.sub.1 -C.sub.7 alkylene, C.sub.2 -C.sub.7 alkylidene or C.sub.3 -C.sub.6 cycloalkylidene and R.sub.1 is hydroxy, C.sub.1 -C.sub.7 alkoxy, phenyl-C.sub.1 -C.sub.7 alkoxy or C.sub.2 -C.sub.7 alkanoyloxy; in free form or in the form of a salt; processes for their preparation, their use, and also pharmaceutical compositions comprising a compound of formula I in free form or in the form of a pharmaceutically acceptable salt.

Acetylene compounds and pharmaceutical compositions and methods of using

Compounds of the formula ##STR1## in which A.sub.1 and A.sub.2 independently of one another are CO--C.sub.1 -C.sub.4 alkyl, COO--C.sub.1 -C.sub.4 alkyl, CO--CF.sub.3, CO--N(R).sub.2 or cyano;

Benzo-1,2,3-thiadiazole derivatives

Novel benzo-1,2,3-thiadiazole derivatives of the formula ##STR1## in which; A is --OR.sub.4, --SR.sub.4, --N(R.sub.5)R.sub.6, --N(R.sub.7)--N(R.sub.5)R.sub.6, --O--N.dbd.C(R.sub.8)R.sub.9, --N(R.sub.7)--OR.sub.10, or ##STR2## R.sub.4 is C.sub.1 -C.sub.18 alkyl, C.sub.3 -C.sub.35 alkyl which is interrupted by an oxygen or sulfur atom, C.sub.1 -C.sub.8 alkyl which is substituted by halogen or --COOR.sub.7, C.sub.3 -C.sub.6 alkenyl which is unsubstituted or substituted by halogen, C.sub.3 -C.sub.6 alkinyl which is unsubstituted or substituted by halogen, C.sub.4 -C.sub.7 cycloalkyl which is unsubstituted or substituted by halogen or methyl, an aryl or heterocyclic radical U having not more than 3 heteroatoms O, N and/or S, or a radical U which is linked via an alkylene bridge containing not more than 6 carbon atoms and up to 2 oxygen atoms. The novel active substances have plant protection properties and are particularly suitable for preventive protection of plants against attack by phytopathogenic microorganisms such as fungi, bacteria and viruses.

N-Pyridinesulfonyl-N'-pyrimidinyl- and -triazinylureas of the formula I ##STR1## in which R.sub.1 and R.sub.2 independently of one another are hydrogen, C.sub.1 -C.sub.8 alkyl or C.sub.3 -C.sub.8 cycloalkyl; C.sub.2 -C.sub.8 alkyl or C.sub.3 -C.sub.8 cycloalkyl substituted by halogen; C.sub.1 -C.sub.8 alkyl or C.sub.3 -C.sub.8 cycloalkyl substituted by --NR.sub.5 R.sub.6, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkyl-S(O).sub.n --; C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl substituted by C.sub.2 -C.sub.4 alkenyl, C.sub.5 -C.sub.6 cycloalkenyl, C.sub.2 -C.sub.6 alkynyl or C.sub.4 -C.sub.8 alkadienyl; or C.sub.2 -C.sub.4 alkenyl, C.sub.5 -C.sub.6 cycloalkenyl and C.sub.4 -C.sub.8 alkadienyl substituted by halogen; or R.sub.1 and R.sub.2 together are a 4-5-membered C.sub.4 -C.sub.10 alkylene chain which can be interrupted by oxygen, sulfur or N--R.sub.7 ; R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 - C.sub.4 alkylthio; C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio substituted by halogen; R.sub.4, R.sub.5, R.sub.6 and R.sub.7 independently of one another are hydrogen or C.sub.1 -C.sub.4 alkyl; n is 0, 1 or 2; X is C.sub.1 -C.sub.3 alkyl, or C.sub.1 -C.sub.3 alkyl which is substituted by 1 to 3 halogens; C.sub.1 -C.sub.3 alkoxy, or C.sub.1 -C.sub.3 alkoxy which is substituted by 1 to 3 halogens; Y is halogen, C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkyl which is substituted by 1 to 3 halogens; C.sub.1 -C.sub.3 alkoxy, or C.sub.1 -C.sub.3 alkoxy which is substituted by 1 to 3 halogens; cyclopropyl, methylamino or dimethylamino; and E is nitrogen or the methine group, and the salts of these compounds with amines, alkali metal bases or alkaline earth metal bases or with quaternary ammonium bases have good selective herbicidal and growth-regulating properties when used pre- and post-emergence.

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;

Growing community of inventors

Binningen, Switzerland

Rolf Schurter