Patents by Inventor Dag Dawes
Dag Dawes 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).
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Patent number: 4172080Abstract: New 1,2,4-triazoles, their manufacture and use as active ingredient on pest control is disclosed. The triazoles correspond to the formula ##STR1## wherein R.sub.1 represents C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy or C.sub.1 -C.sub.6 -alkylthio,R.sub.2 represents C.sub.1 -C.sub.6 -alkyl,R.sub.3 represents hydrogen, chlorine, bromine, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkylthio, C.sub.3 -C.sub.5 -alkenylthio or C.sub.3 -C.sub.5 -alkynylthio, andX represents oxygen or sulphur.Type: GrantFiled: November 26, 1974Date of Patent: October 23, 1979Assignee: Ciba-Geigy CorporationInventors: Dag Dawes, Beat Bohner, Willy Meyer
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Patent number: 4123437Abstract: 1,2,4-TRIAZOLE DERIVATIVES WHICH HAVE PARTICULAR IMPORTANCE AS INTERMEDIATES FOR, E.G., THE PREPARATION OF ACTIVE SUBSTANCES FOR PEST CONTROL, CORRESPONDING TO THE FORMULA ##STR1## wherein R.sup.1 represents an unsubstituted or substituted alkyl, alkenyl, or alkynyl, naphthyl, benzyl, phenylethyl, ##STR2## or phenylpropyl radical, or a mono or polycyclic cycloalkyl radical which can be bound by way of an alkylene bridge member, or a substituted phenyl radical,And new processes for the preparation of compounds of the formula ##STR3## wherein R represents hydrogen, an optionally substituted alkyl, alkenyl or alkynyl radical, an optionally substituted phenyl, naphthyl, benzyl, phenylethyl or phenylpropyl radical, a mono- or polycyclic cycloalkyl radical which can be bound by way of an alkylene bridge member and/or be substituted by alkyl, or a partially hydrogenated naphthyl radical, which processes are performed by addition to a hydrazine of the formulaR -- NH--NH.sub.Type: GrantFiled: February 28, 1977Date of Patent: October 31, 1978Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Dag Dawes, Willy Meyer
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Patent number: 4076938Abstract: Process for the production of 3-hydroxy-1,2,4-triazole derivatives of the formula I ##STR1## wherein R.sub.1 represents an alkyl or cycloalkyl group, R.sub.2 denotes an alkyl, cycloalkyl, alkenyl, alkynyl or an optionally substituted benzyl group and X stands for oxygen, sulphur or a group <N--R.sub.3, wherein R.sub.3 denotes an alkyl, alkenyl or alkynyl group, or together with radical R.sub.2 and the adjacent nitrogen atom it denotes a pyrrolidino or morpholino group, wherein a 2-R.sub.1 -hydrazinecarboxylic acid ester is reacted with cyanogen chloride to form the corresponding 2-R.sub.1 -2-cyanohydrazinecarboxylic acid ester which is subsequently cyclized under alkaline conditions in the presence of a compound R.sub.2 XH.Type: GrantFiled: March 22, 1977Date of Patent: February 28, 1978Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Dag Dawes, Willy Meyer
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Patent number: 4055572Abstract: A process for the production of 3-hydroxy-1,2,4-triazole derivatives of formula I ##STR1## wherein R.sub.1 and R.sub.2 each represent a straight-chain or branched-chain alkyl group having 1 to 6 carbon atoms, or a cycloalkyl group having 3 to 6 carbon atoms, andX represents oxygen or sulphur,Which process comprises adding to a 1-alkyl-1-cyanohydrazine of formula II ##STR2## wherein R.sub.1 has the meaning given under formula I, a compound of formula IIIr.sub.2 -- xh (iii)wherein R.sub.2 and X have the meanings given under formula I;and subsequently cyclising the addition product by reaction with a compound of formula IV ##STR3## wherein R.sub.3 and R.sub.4 independently of one another represent chlorine or an alkoxy group having 1 to 4 carbon atoms.The 3-hydroxy-1,2,4-triazole derivatives are valuable intermediates for producing phosphoric acid esters which can be used as pesticidal agents, particularly as insecticides and nematicides.Type: GrantFiled: July 20, 1976Date of Patent: October 25, 1977Assignee: Ciba-Geigy CorporationInventors: Dag Dawes, Rudolph C. Thummel
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Patent number: 4054575Abstract: 1,2,4-triazolylphosphoric and 1,2,4-triazolylphosphonic acid esters of the formula ##STR1## wherein R.sub.1 represents hydrogen, alkyl, cycloalkyl, phenyl, benzyl, or phenethyl, R.sub.2 represents alkenyl or alkinyl, R.sub.3 represents alkyl, alkoxy, alkylthio, amino, monoalkylamino or dialkylamino, R.sub.4 represents alkyl, and X represents oxygen or sulphur, a process for their manufacture and their use in pest control.Type: GrantFiled: December 5, 1973Date of Patent: October 18, 1977Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Dag Dawes, Willy Meyer
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Patent number: 4044124Abstract: Triazolylphosphorus compounds of the formula ##STR1## wherein R.sub.1 represents C.sub.1 -C.sub.5 -alkyl, cyclopentyl, cyclohexyl or unsubstituted phenyl,R.sub.2 represents C.sub.1 -C.sub.5 -alkoxy or phenoxy,R.sub.3 represents C.sub.1 -C.sub.5 -alkyl, C.sub.1 -C.sub.5 -alkoxy or C.sub.1 -C.sub.5 -alkylthio,R.sub.4 represents C.sub.1 -C.sub.5 -alkyl, andX represents oxygen or sulfur, and their use in pest control.Type: GrantFiled: September 18, 1975Date of Patent: August 23, 1977Assignee: Ciba-Geigy CorporationInventors: Beat Boehner, Dag Dawes, Willy Meyer
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Patent number: 4035487Abstract: 1,2,3-Triazolyl phosphorus compounds, their manufacture and use as active ingredients for controlling insects, representatives of the order acarina and phytopathogenic nematodes. The compounds correspond to the formula ##STR1## wherein R.sub.1 represents alkyl, alkoxy, alkylthio, alkoxyalkylthio, amino, monoalkylamino or dialkylamino,R.sub.2 represents alkoxy, alkylthio, amino, monoalkylamino or dialkylamino,R.sub.3 represents unsubstituted or substituted phenyl,Y represents hydrogen, chlorine or bromine,n represents the numbers 0 or 1, andX represents oxygen or sulphur.Type: GrantFiled: March 3, 1975Date of Patent: July 12, 1977Assignee: Ciba-Geigy CorporationInventors: Beat Boehner, Dag Dawes, Haukur Kristinsson, Willy Meyer
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Patent number: 4028377Abstract: 1,2,4-Oxadiazoles, their manufacture and use as active ingredients in pesticides especially insecticides and acaricides. The compounds correspond to the formula ##STR1## wherein R.sub.1 represents hydrogen, unsubstituted alkyl, benzyl or phenyl, R.sub.2 represents methyl or ethyl, and R.sub.3 represents unsubstituted C.sub.1 -C.sub.7 alkyl optionally interrupted by oxygen or represents C.sub.3 -C.sub.4 alkenyl.Type: GrantFiled: October 23, 1974Date of Patent: June 7, 1977Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Beat Bohner, Dag Dawes, Kurt Rufenacht
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Patent number: 4017640Abstract: 1,1-Diphenyl-2-nitro-pentane, 1,1-diphenyl-2-nitro-hexane and 1,1-diphenyl-2-nitro-heptane derivatives of the formula ##STR1## wherein R.sub.1 represents C.sub.1 -C.sub.3 -alkyl,R.sub.2 represents p-(C.sub.1 -C.sub.3)-alkoxyphenyl or p-(C.sub.1 -C.sub.3)-alkylmercaptophenyl,Z represents ##STR2## and R.sub.3 represents C.sub.3 -C.sub.5 -alkyl, processes for their production and their use in pest control.Type: GrantFiled: January 17, 1975Date of Patent: April 12, 1977Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Dag Dawes, Willy Meyer
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Patent number: 4006157Abstract: Preparation of 1-isopropyl-3-hydroxy-5-chloro-1,2,4-triazole by reacting isopropylhydrazine hydrochloride with N-chlorocarbonylisocyanidedichloride.Type: GrantFiled: June 24, 1975Date of Patent: February 1, 1977Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Dag Dawes, Hermann Kny, Willy Meyer, Jean Perchais
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Patent number: 4000316Abstract: 1-Phenyl-1-p-propargyloxyphenyl-2-nitro-ethane derivatives of the formula ##STR1## wherein Z represents the radical ##STR2## and of the symbolsX and Y one represents hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.3 -alkyl, C.sub. 1 -C.sub.3 -alkoxy, propargyloxy or C.sub.1 -C.sub.3 -alkylthio, and the other represents propargyloxy,Process for their preparation and their use in pest control.Type: GrantFiled: December 29, 1975Date of Patent: December 28, 1976Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Dag Dawes, Willy Meyer
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Patent number: 3992398Abstract: Process for the production of 1-alkyl-3-hydroxy-5-chloro-1,2,4-triazoles wherein an alkylhydrazine is reacted in an inert solvent in the presence of an acid binding agent with cyanogen chloride to 1-alkyl-1-cyanohydrazine which is subsequently cyclized with phosgene.Type: GrantFiled: June 3, 1975Date of Patent: November 16, 1976Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Dag Dawes, Willy Meyer, Jean Perchais, Hanspeter Fischer
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Patent number: 3992399Abstract: 1,2,4-Triazolylphosphoric and 1,2,4-triazolylphosphonic acid esters of the formula ##SPC1##Wherein R.sub.1 represents hydrogen, alkyl, cycloalkyl, phenyl, benzyl, or phenethyl, R.sub.2 represents substituted phenyl, benzyl, phenethyl, or unsubstituted diphenylmethyl, .beta.-naphthyl, or ##SPC2##R.sub.3 represents alkyl, alkoxy, alkylthio, amino, monoalkylamino or dialkylamino, R.sub.4 represents alkyl, and X represents oxygen or sulphur, a process for their manufacture and their use in pest control.Type: GrantFiled: December 5, 1973Date of Patent: November 16, 1976Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Dag Dawes, Willy Meyer
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Patent number: 3973010Abstract: Insecticidal and acaricidal composition and method utilizing triazolyl phosphoric acid esters of the formula ##EQU1## wherein R.sub.1 represents a phenyl group susbstituted by one or more fluorine atoms or lower haloalkyl groups or by at least one chlorine atom and at least one fluorine atom or lower haloalkyl groups, R.sub.2 and R.sub.3 are each lower alkyl and X and Y are each oxygen or sulphur.Type: GrantFiled: January 7, 1975Date of Patent: August 3, 1976Assignee: Ciba-Geigy CorporationInventors: Dag Dawes, Beat Bohner
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Patent number: 3966754Abstract: Sulfonic acid esters of the formulaR.sub.1 -- SO.sub.2 -- O -- R.sub.2whereinR.sub.1 represents alkyl or alkenyl, andR.sub.2 represents an unsubstituted or substituted heteroaromatic five-membered ring having three hetero atoms, processes for their manufacture, and their use in pest control.Type: GrantFiled: June 12, 1974Date of Patent: June 29, 1976Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Dag Dawes, Willy Meyer, Haukur Kristinsson, Kurt Rufenacht
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Patent number: 3957924Abstract: New urea phosphonates, their manufacture and use as active ingredients in pesticides especially insecticides and acaricides is disclosed. The compounds correspond to the formula ##EQU1## wherein R.sub.1 represents C.sub.3 -C.sub.5 -alkyl, R.sub.2 represents methyl or ethyl, R.sub.3 represents C.sub.1 -C.sub.4 -alkyl or C.sub.3 -C.sub.4 -alkenyl, and R.sub.4 represents optionally substituted phenyl.Type: GrantFiled: September 30, 1974Date of Patent: May 18, 1976Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Beat Bohner, Dag Dawes
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Patent number: 3956306Abstract: Triazolylthiophosphonic esters corresponding to the formula ##SPC1##Wherein R.sub.1 represents a phenyl radical which is substituted by one or more fluorine, bromine and/or iodine atoms, by lower alkyl, lower alkoxy, lower alkylthio, lower trihalogenoalkyl, lower alkyl-SO, lower alkyl-SO.sub.2 or O.sub.2 N groups, which may be the same or different, or by at least one chlorine and at least one fluorine, bromine or iodine atom, one lower alkyl, lower alkoxy, lower alkylthio, lower trihalogenoalkyl, lower alkyl-SO, lower alkyl-SO.sub.2 or O.sub.2 N group, or represents an unsubstituted or halogenated and/or alkoxylated phenyl-lower alkyl radical or diphenylmethyl, and one of the symbols R.sub.2 and R.sub.3 represents hydrogen or a lower alkyl radical and the other represents the radical ##EQU1## wherein R.sub.4 represents a lower alkyl radical or the phenyl radical and R.sub.5 represents a lower alkyl radical their manufacture and their use in pest control.Type: GrantFiled: October 20, 1972Date of Patent: May 11, 1976Assignee: Ciba-Geigy CorporationInventors: Dag Dawes, Beat Bohner
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Patent number: 3950433Abstract: 1-Phenyl-1-p-propargyloxyphenyl-2-nitro-ethane derivatives of the formula ##SPC1##WhereinZ represents the radical ##EQU1## and of the symbols X and Y one represents hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.3 -alkyl, C.sub.1 -C.sub.3 -alkoxy, propargyloxy or C.sub.1 -C.sub.3 -alkylthio, and the other represents propargyloxy,Process for their preparation and their use in pest control.Type: GrantFiled: January 28, 1974Date of Patent: April 13, 1976Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Dag Dawes, Willy Meyer
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Patent number: 3943144Abstract: New 1,2,4-thiadiazoles substituted with a phosphorus containing radical and corresponding to the formula ##EQU1## are disclosed. In this formula R.sub.1 is alkyl or alkoxy, R.sub.2 represents alkoxy, alkylthio, amino, alkylamino, or dialkylamino, R.sub.3 stands for hydrogen, alkyl, aralkyl or cyclo-alkyl, and X is oxygen or sulphur. Such compound may be manufactured according to known methods and exibit a pesticidal especially an insecticidal and acaricidal activity.Type: GrantFiled: April 12, 1974Date of Patent: March 9, 1976Assignee: Ciba-Geigy CorporationInventors: Willy Meyer, Beat Bohner, Dag Dawes
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Patent number: 3932630Abstract: Triazolylphosphorus compounds of the formula ##EQU1## wherein R.sub.1 represents hydrogen, alkyl, cycloalkyl, phenyl, benzyl or phenethyl,R.sub.2 represents alkylthio, alkylsulphinyl, alkylsulphonyl, phenthio, phenylsulphinyl, phenylsulphonyl, benzylthio, benzylsulphinyl or benzylsulphonyl,R.sub.3 represents alkyl, alkoxy, alkylthio or phenyl,R.sub.4 represents alkyl, andX represents oxygen or sulphur,Processes for their production and their use for pest control.Type: GrantFiled: December 6, 1974Date of Patent: January 13, 1976Assignee: Ciba-Geigy CorporationInventors: Beat Bohner, Dag Dawes, Willy Meyer