Patents by Inventor Hans-Georg Brunner
Hans-Georg Brunner has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
-
Patent number: 5494889Abstract: Thiadiazabicyclooctanes and thiadiazabicyclooctenes of formula I ##STR1## wherein the substituents are as defined herein, having good pre- and post-emergence selective herbicidal properties.Type: GrantFiled: December 2, 1993Date of Patent: February 27, 1996Assignee: Ciba-Geigy CorporationInventors: Hans-Georg Brunner, Hans Moser, Georg Pissiotas
-
Patent number: 5494890Abstract: The present invention relates to herbicidally, acaricidally and insecticidally active pyrazolidine-3,5-diones of the formula I ##STR1## in which R.sub.1 is ##STR2## R.sub.2 and R.sub.3 independently of one another are C.sub.1 -C.sub.6 alkyl; C.sub.3 -C.sub.6 alkenyl; or C.sub.3 -C.sub.6 alkynyl; orR.sub.2 and R.sub.3 together are a --(CH.sub.2).sub.3 --, --(CH.sub.2).sub.4 --, --CH.sub.2 --CH.dbd.CH--CH.sub.2 --, --CH.sub.2 --CH.dbd.CH-- or --(CH.sub.2).sub.2 --CH.dbd.CH-- bridge which is unsubstituted or up to trisubstituted by C.sub.1 -C.sub.4 alkyl;n is 0; 1; 2; 3; or 4;m is 0; or 1; the total of m and n being less than, or equal to, 4; theR.sub.4 radicals independently of one another are halogen; nitro; cyano, C.sub.1 -C.sub.4 alkyl; C.sub.1 -C.sub.4 haloalkyl; C.sub.1 -C.sub.10 alkoxy; C.sub.1 -C.sub.4 haloalkoxy; C.sub.3 -C.sub.6 alkenyloxy; C.sub.1 -C.sub.4 alkoxy-C.sub.2 -C.sub.4 alkoxy; C.sub.3 -C.sub.6 alkynyloxy; C.sub.1 -C.sub.4 alkylcarbonyl; C.sub.1 -C.sub.4 alkoxycarbonyl; C.sub.1 -C.sub.Type: GrantFiled: June 2, 1995Date of Patent: February 27, 1996Assignee: Ciba-Geigy CorporationInventors: Frederik Cederbaum, Hans-Georg Brunner, Manfred Boger
-
Patent number: 5416065Abstract: Thiadiazabicyclooctanes of formula I ##STR1## wherein Z is oxygen or sulfur;R.sub.53 is hydrogen or C.sub.1 -C.sub.6 alkyl;R.sub.54 is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.6 alkenyloxy, C3-C6alkynyioxy, hydroxy or C.sub.1 -C.sub.6 haloalkoxy; orR.sub.53 and R.sub.54, together with the carbon atom to which they are bonded, form an unsubstituted 3-, 4-, 5- or 6-membered saturated ring;W is a group of formulae W.sub.1 to W.sub.Type: GrantFiled: November 18, 1993Date of Patent: May 16, 1995Assignee: Ciba-Geigy CorporationInventors: Hans-Georg Brunner, Hans Moser, Georg Pissiotas
-
Patent number: 5248683Abstract: 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;A.sub.1 and A.sub.2 together are CO(X).sub.n --C.sub.1 -C.sub.3 alkylene-(X).sub.n CO, CO(X).sub.n --C.sub.1 -C.sub.3 alkylene-(X).sub.n CO which is substituted by C.sub.1 -C.sub.4 alkyl, COOR, CON(R).sub.2, cyano or phenyl, it being possible for the phenyl ring, in turn, to be substituted by halogen, methyl, trifluoromethyl, methoxy, nitro or cyano; CO--N(R)--CO--N(R)--CO;R is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 alkenyl or C.sub.3 -C.sub.6 alkynyl;X is oxygen, sulfur or N(CH.sub.3);X.sub.1, X.sub.2 and X.sub.3 independently of one another are hydrogen, halogen, methyl, methylthio, methoxy or nitro;n is 0 or 1;including the salts of the compounds of the formula I with agriculturally acceptable organic or inorganic bases, and including the metal complexes; have valuable microbicidal properties.Type: GrantFiled: June 4, 1992Date of Patent: September 28, 1993Assignee: Ciba-Geigy CorporationInventors: Hans-Georg Brunner, Walter Kunz, Rolf Schurter
-
Patent number: 5229514Abstract: Compounds of formula III ##STR1## wherein R.sub.1 is hydrogen; X is oxygen or sulfur; A is C.sub.1 -C.sub.2 alkylene and Q is --COOR.sub.16, where R.sub.16 is C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkylthio-C.sub.1 -C.sub.4 alkyl are intermediates to compounds which have good pre- and post-emergence selective herbicidal and growth-regulating properties.Type: GrantFiled: May 12, 1992Date of Patent: July 20, 1993Assignee: Ciba-Geigy CorporationInventors: Georg Pissiotas, Hans Moser, Hans-Georg Brunner
-
Patent number: 5223018Abstract: The invention relates to new 1-phenyl-piperidine-2,6-diones of the formula I ##STR1## wherein R is C.sub.3 -C.sub.7 -cycloalkyl,R.sub.1 is hydrogen or halogen;R.sub.2 is hydrogen, cyano, nitro or halogen; andA is hydrogen, cyano, nitro or is an ether or carboxylic acid radical as defined in the description. The salts, complexes as well as the stereoisomeric forms of these compounds, their preparations, use and agrochemical compositions which contains them form also part of this invention.Type: GrantFiled: March 26, 1992Date of Patent: June 29, 1993Assignee: Ciba-Geigy CorporationInventors: Hans Moser, Georg Pissiotas, Hans-Georg Brunner
-
Patent number: 5180418Abstract: Cycloalkanecarboxylic acid derivatives of formula I ##STR1## wherein W is ##STR2## and A is CO--R.sub.3 or CN; R.sub.1 is hydrogen or fluorine; R.sub.2 is halogen or cyano; R.sub.3 is chlorine, X--R.sub.5, amino, C.sub.1 -C.sub.4 alkylamino, d-C.sub.1 -C.sub.4 alkylamino, C.sub.2 -C.sub.4 haloalkylamino, di-C.sub.2 -C.sub.4 haloalkylamino, C.sub.1 -C.sub.4 hydroxyalkylamino, di-C.sub.1 -C.sub.4 hydroxyalkylamino, C.sub.3 -C.sub.4 alkenylamino, diallylamino, --N-pyrrolidino, --N-piperidino, --N-morpholino, --N-thiomorpholino, --N-piperidazino, the group --O--N.dbd.C--(R.sub.9)R.sub.10 or the group --N--R.sub.6 (OR.sub.6); each of R.sub.4 and R.sub.14, independently of the other, is hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.4 alkyl or trifluoromethyl; R.sub.5 is hydrogen, C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl, halo-C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.10 alkylthio-C.sub.1 -C.sub.4 alkyl, di-C.sub.1 -C.sub.4 alkylamino-C.sub.1 -C.sub.4 alkyl, cyano-C.sub.1 -C.sub.Type: GrantFiled: July 19, 1991Date of Patent: January 19, 1993Assignee: Ciba-Geigy CorporationInventors: Georg Pissiotas, Hans Moser, Hans-Georg Brunner, Eginhard Steiner
-
Patent number: 5135562Abstract: Compounds of formula I ##STR1## wherein R.sub.1 is halogen;X is oxygen; or sulfur;Y is oxygen; or sulfur;A is a straight-chain or branched C.sub.1 -C.sub.4 alkylene chain;Q is hydroxy; halogen; cyano; unsubstituted or cyano- or halo-substituted C.sub.2 -C.sub.6 alkenyl; C.sub.2 -C.sub.4 alkynyl; --CR.sub.2 .dbd.CH--COOR.sub.3 ; --CH[N(R.sub.2).sub.2 ]COOR.sub.2 ; --NR.sub.4 (R.sub.5); --CO--NR.sub.6 R.sub.7 ; --COON.dbd.CR.sub.8 (R.sub.8); --C(R.sub.2)(OR.sub.9).sub.2 ; --Si(R.sub.10).sub.3 ; --COOCH.sub.2 Si(CH.sub.3).sub.2 --C.sub.1 -C.sub.6 alkyl; ##STR2## --CON(R.sub.12)SO.sub.2 --C.sub.1 -C.sub.6 alkyl; --CON(R.sub.12)SO.sub.2 --C.sub.1 -C.sub.4 haloalkyl; C.sub.1 -C.sub.6 alkylcarbonyl; C.sub.2 -C.sub.6 alkoxyalkylcarbonyl; benzoyl; benzylcarbonyl; --COOR.sub.16 ; --CO--N(R.sub.2)CH.sub.2 --CH.sub.2 --CH(O--C.sub.1 -C.sub.6 alkyl).sub.2 ; --COO(CH.sub.2).sub.j N(R.sub.2).sub.2 ; --S(O).sub.k --R.sub.14 ; --S(O).sub.k --A'--COOR.sub.Type: GrantFiled: March 19, 1991Date of Patent: August 4, 1992Assignee: Ciba-Geigy CorporationInventors: Georg Pissiotas, Hans Moser, Hans-Georg Brunner
-
Patent number: 5049181Abstract: The invention relates to novel phenyl substituted pyrazoles, 4,5,6,7-tetrahydro-indazoles, 2,4,5,6-tetrahydro-cyclopenta[c]pyrazoles, octahydroimidazo[1,5-a]pyridin-1,3-diones, hexahydro-1H-pyrrolo[1,2-c]-imidazol-1,3-diones, hexahydro-1H-1,2,4-triazolo[1,2-a]pyridazin-1,3-diones and tetrahydro-1H,5H-pyrazolo[1,2-a][1,2,4]triazol-1,3-diones which have phenyl-substituted in the 2-position, herbicidal activity. It furthermore relates to agrochemical compositions, which contain these compounds, to their use for controlling undesirable plant-growth and for processes for the preparation of the compounds according to this invention.The novel N-Phenyl-azoles correspond to the formula I ##STR1## R.sup.1 is hydrogen or halogen; R.sup.2 is halogen;A is a straight-chain or branched C.sub.1 -C.sub.4 -alkylene chain;n is zero or 1;Q is --S(O).sub.m --R.sup.3 ; di-C.sub.1 -C.sub.Type: GrantFiled: November 21, 1989Date of Patent: September 17, 1991Assignee: Ciba-Geigy CorporationInventors: Georg Pissiotas, Hans Moser, Hans-Georg Brunner
-
Patent number: 5039329Abstract: Novel 5-(pyrazol-1-yl)-benzoic acid-thiolesters of the formula I have good selective-herbicidal action in pre- and postemergent application. They also inhibit plant growth. The esters correspond to formula I ##STR1## wherein X is hydrogen, halogen or C.sub.1 -C.sub.4 alkylY is C.sub.1 -C.sub.4 alkyl orX and Y together with the carbon atoms, to which they are bound, form a 5- to 6-membered ring, which can be substituted by methyl,Z is halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthioR.sub.1 is hydrogen or halogenR.sub.2 is halogenA-Q together are hydroxyl or a radical --CH(COOR.sub.3)COOR.sub.4A is a C.sub.1 -C.sub.4 alkylene bridgeQ, R.sub.3 and R.sub.4 have the meaning given in the disclosure.The disclosure contains methods for synthesizing these esters and examples showing their use.Type: GrantFiled: May 24, 1990Date of Patent: August 13, 1991Assignee: Ciba-Geigy CorporationInventors: Georg Pissiotas, Hans Moser, Hans-Georg Brunner
-
Patent number: 5007951Abstract: The novel 5-(N-3,4,5,6-tetrahydrophthalimido)benzoic acid thiol esters of formula I below have good selective herbicidal properties pre- and postemergence and also influence or inhibit plant growth.The novel compound are of formula I ##STR1## wherein n is 0, 1 or 2,R.sub.1 is C.sub.1 -C.sub.3 alkyl,R.sub.2 is hydrogen or halogen,R.sub.3 is halogen,A-Q taken together is hydrogen or a radical --CH(COCH.sub.3)COOR.sub.4A is a straight chain or branched C.sub.1 -C.sub.4 alkylene bridge, which is unsubstituted or mono- or polysubstituted by C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio or cyano.Q is hydroxyl or a radical as defined in the disclosure.Type: GrantFiled: April 11, 1989Date of Patent: April 16, 1991Assignee: Ciba-Geigy CorporationInventors: Georg Pissiotas, Hans Moser, Hans-Georg Brunner
-
Patent number: 4995902Abstract: The invention relates to novel herbicidally active cyclohexanediones of formula I or I' ##STR1## in which R.sup.1 and R.sup.2 independently of one another are each hydrogen; halogen; nitro; cyano; C.sub.1 -C.sub.4 alkyl; C.sub.1 -C.sub.4 alkoxy; C.sub.1 -C.sub.4 alkyl-S(O).sub.n --; COR.sup.8 ; C.sub.1 -C.sub.4 haloalkoxy; or C.sub.1 -C.sub.4 haloalkyl; R.sup.3, R.sup.4 and R.sup.5 independently of one another are each hydrogen; C.sub.1 -C.sub.4 alkyl; or phenyl or benzyl each unsubstituted or substituted by up to three identical or different substituents from halogen, nitro, cyano, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl-S(O).sub.n --, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkyl-S(O).sub.n -- and C.sub.1 -C.sub.4 haloalkoxy; R.sup.6 is hydrogen; C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxycarbonyl; or cyano; R.sup.7 is OH; or O.sup..crclbar. M.sup..sym. ; R.sup.8 is OH; C.sub.1 -C.sub.4 alkoxy; NH.sub.2 ; C.sub.1 -C.sub.4 alkylamino; or di-C.sub.1 - C.sub.Type: GrantFiled: July 11, 1989Date of Patent: February 26, 1991Assignee: Ciba-Geigy CorporationInventor: Hans-Georg Brunner
-
Patent number: 4946492Abstract: Novel 5-(pyrazol-1-yl)-benzoic acid-thiolesters of the formula I have good selective-herbicidal action in pre- and postemergent application. They also inhibit plant growth. The esters correspond to formula I ##STR1## wherein X is hydrogen, halogen or C.sub.1 -C.sub.4 alkylY is C.sub.1 -C.sub.4 alkyl orX and Y together with the carbon atoms, to which they are bound, form a 5- to 6-membered ring, which can be substituted by methyl,Z is halogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthioR.sub.1 is hydrogen or halogenR.sub.2 is halogenA-Q together are hydroxyl or a radical --CH(COOR.sub.3)COOR.sub.4A is a C.sub.1 -C.sub.4 alkylene bridgeQ, R.sub.3 and R.sub.4 have the meaning given in the disclosure.The disclosure contains methods for synthetizing these esters and examples showing their use.Type: GrantFiled: June 5, 1989Date of Patent: August 7, 1990Assignee: Ciba-Geigy CorporationInventors: Georg Pissiotas, Hans Moser, Hans-Georg Brunner
-
Patent number: 4929272Abstract: Novel derivatives of N-phenylmaleic acid imide and N-phenylsuccinimide have good pre- and post-emergence selective herbicidal properties and they influence plant growth. The compounds correspond to the formula I in which.vertline.: represents a single or double bond,R.sup.1 represents hydrogen or fluorine,R.sup.2 represents halogen,Y represents C.sub.1 -C.sub.8 -alkyl,Z represents hydrogen or C.sub.1 -C.sub.8 -alkyl, andA represents hydrogen or a group ##STR1## wherein R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 represent customary organic radicals and X represents oxygen, sulphur, SO, SO.sub.2, NH, alkylimino or alkenylimino.Type: GrantFiled: December 8, 1988Date of Patent: May 29, 1990Assignee: Ciba-Geigy CorporationInventors: Hans Moser, Georg Pissiotas, Hans-Georg Brunner, Beat Bohner, Marcus Baumann
-
Patent number: 4919704Abstract: There are disclosed novel herbicidally active pyrrolidine-2,5-diones and 4,5,6,7-tetrahydroisoindolel,3-diones of formula ##STR1## wherein R.sup.1 is hydrogen; or C.sub.1 -C.sub.4 alkyl;R.sup.2 is C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2, when taken together, are a (CH.sub.2).sub.4 group which may be substituted by one or two C.sub.1 -C.sub.4 alkyl groups;X is hydrogen; or halogen;A is ##STR2## or O--R.sup.4 ; R.sup.3 is hydroxy; (C.sub.1 -C.sub.8)-alkoxy; (C.sub.1 -C.sub.4)-alkoxy-(C.sub.1 -C.sub.4)-alkoxy-(C.sub.1 -C.sub.4)-akoxy; (C.sub.1 -C.sub.4)-alkylthio-(C.sub.1 -C.sub.4)-alkoxy; mono- or di(C.sub.1 -C.sub.4)-alkylamino-(C.sub.1 -C.sub.4)-alkoxy; (C.sub.1 -C.sub.8)-cyanoalkoxy; (C.sub.3 -C.sub.8)-alkenyloxy; (C.sub.3 -C.sub.8)-haloalkenyloxy; (C.sub.3 -C.sub.8)-alkynyloxy; (C.sub.3 -C.sub.7)-cycloalkoxy; (C.sub.3 -C.sub.7)-cycloalkyl-(C.sub.1 -C.sub.4)-alkoxy; halo(C.sub.3 -C.sub.Type: GrantFiled: August 1, 1988Date of Patent: April 24, 1990Assignee: Ciba-Geigy CorporationInventors: Hans Moser, Georg Pissiotas, Hans-Georg Brunner
-
Patent number: 4872902Abstract: The invention relates to the novel cyclohexanediones of formula I ##STR1## in which R is hydrogen or C.sub.1 -C.sub.6 -alkyl,A is R.sub.2, OR.sub.3 or NR.sub.3 R.sub.4,R.sub.2 is C.sub.1 -C.sub.6 -alkyl that is unsubstituted or is mono-substituted by C.sub.1 -C.sub.4 -alkoxy or mono- or poly-substituted by halogen, or is C.sub.3 -C.sub.6 -cycloalkyl,R.sub.3 is C.sub.1 -C.sub.6 -alkyl or C.sub.3 -C.sub.6 -cycloalkyl, or is phenyl or benzyl each of which is unsubstituted or is mono-, di- or tri-substituted by R.sub.5,R.sub.4 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.3 -C.sub.6 -cycloalkyl,R.sub.3 and R.sub.4 are, in addition, together with the nitrogen atom to which they are bonded, a pyrrolidine, morpholine or piperidine radical,B is one of the radicals ##STR2## m is 0, 1, 2 or 3, R.sub.5 is halogen, nitro, cyano, 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 -haloalkyl, C.sub.1 -C.sub.4 -alkylsulphinyl or C.sub.1 -C.sub.Type: GrantFiled: February 8, 1988Date of Patent: October 10, 1989Assignee: Ciba-Geigy CorporationInventor: Hans-Georg Brunner
-
Patent number: 4851028Abstract: A method of combating undesirable plant growth and of regulating plant growth, which comprises allowing a herbicidal or plant-regulating amount of a compound of the formula I ##STR1## in which R.sub.1 is SR.sub.2 ; OR.sub.2 ; O--CHR.sub.10 R.sub.2 ; N(R.sub.3) (CHR.sub.10 R.sub.4); N(R.sub.11)(CHR.sub.10 R.sub.4) or NR.sub.3 R.sub.4 ; R.sub.2 is optionally substituted C.sub.1 -C.sub.10 -alkyl C.sub.1 -C.sub.4 -haloalkyl; C.sub.3 -C.sub.8 -alkenyl; (3-methyloxetan-3-yl)methyl; C.sub.3 -C.sub.8 -alkynyl; or an optionally substituted radical from the group comprising phenyl, benzyl, C.sub.3 -C.sub.7 -cycloalkyl, furanyl or furfuryl R.sub.3 and R.sub.4 independently of one another are hydrogen; an optionally substituted phenyl or benzyl radical; C.sub.1 -C.sub.8 -alkyl; or C.sub.3 -C.sub.6 -cycloalkyl; or R.sub.3 and R.sub.Type: GrantFiled: September 2, 1987Date of Patent: July 25, 1989Assignee: Ciba-Geigy CorporationInventors: Helmut Zondler, Wolfgang Eckhardt, Robert Nyfeler, Hans-Georg Brunner
-
Patent number: 4804400Abstract: Novel derivatives of N-phenylmaleic acid imide and N-phenylsuccinimide have good pre- and post-emergence selective herbicidal properties and they influence plant growth. The compounds correspond to the formula I ##STR1## in which .vertline.: represent a single or double bond,R.sup.1 represents hydrogen or fluorine,R.sup.2 represents halogen,Y represents C.sub.1 -C.sub.8 -alkyl,Z represents hydrogen or C.sub.1 -C.sub.8 -alkyl, andA represents hydrogen or a group ##STR2## wherein R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 represent customary organic radicals and X represents oxygen, sulphur, SO, SO.sub.2, NH, alkylimino or alkenylimino.Type: GrantFiled: September 3, 1987Date of Patent: February 14, 1989Assignee: Ciba-Geigy CorporationInventors: Hans Moser, Georg Pissiotas, Hans-Georg Brunner, Beat Bohner, Marcus Baumann
-
Patent number: 4803268Abstract: The present invention relates to a novel, optimized process for the preparation of cyclohexanedionecarboxylic acid derivatives of formula I which can be carried out in a single vessel affording a very good yield, which process comprises heating a reactive carboxylic acid derivative of formula III ##STR1## wherein X is a halide, an alkylsulfonic or arylsulfonic acid radical or the molecular radical ##STR2## which is necessary to form an anhydride and R.sub.1 is alkyl or cycloalkyl, with an alkali metal cyanide or copper cyanide, in an inert organic solvent, to give a mixture, then adding in succession to said mixture, at a temperature in the range from 0.degree. C.Type: GrantFiled: January 29, 1987Date of Patent: February 7, 1989Assignee: Ciba-Geigy CorporationInventors: Hans-Georg Brunner, Urs Muller
-
Patent number: 4797152Abstract: Novel cyclohexenonecarboxylic acid derivatives exhibit herbicidal and plant growth regulating activity.The cyclohexanedionecarboxylic derivatives are of the formula I ##STR1## wherein A is an aliphatic or aromatic alcohol, or is an amino group which may be substituted by halogen, lower alkoxy, lower alkylthio, nitro or cyano, or is a heterocyclic amino group which is unsubstituted or substituted,R is C.sub.1 -C.sub.6 alkyl or C.sub.3 -C.sub.6 cycloalkyl, each unsubstituted or substituted by halogen, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylthio,R.sub.1 is C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 haloalkenyl or C.sub.3 -C.sub.6 alkylnyl,B is an aliphatic or aromatic radical or is an aliphatic or aromatic carbonyl or sulfonyl group which may be substitued by halogen, lower alkoxy, lower alkylthio, nitro or cyano.The compounds are suitable for selectively controlling grasses in crops of useful plants.Type: GrantFiled: November 14, 1986Date of Patent: January 10, 1989Assignee: Ciba-Geigy CorporationInventor: Hans-Georg Brunner