Patents by Inventor Karlfried Dickore

Karlfried Dickore 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: 4948417
    Abstract: Herbicidal substituted triazolinones of the formula ##STR1## in which R.sup.1 represents hydrogen, alkyl, alkenyl, alkynyl, halogenoalkyl, halogenoalkenyl, halogenoalkynyl, alkoxyalkyl, alkoxy, cycloalkylalkyl, cycloalkyl or in each case optionally substituted aralkyl or aryl,R.sup.2 represents alkyl, alkenyl, alkynyl, halogenoalkyl, halogenoalkenyl, halogenoalkynyl, alkoxyalkyl, alkoxy, cycloalkylalkyl, cycloalkyl or in each case optionally substituted aralkyl or aryl,R.sup.3 and R.sup.
    Type: Grant
    Filed: June 29, 1988
    Date of Patent: August 14, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Markus Lindig, Karlfried Dickore, Kurt Findeisen, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 4898974
    Abstract: Dichloropinacolone is produced by introducing into pinacolone twice the molar amount of chlorine, the exothermic reaction mass being cooled initially to maintain the temperature below about 50.degree. C. until about 60 to 80% of the chlorine has been introduced, and then heating the reaction mass to a temperature above 50.degree. C. during introducing of the remainder of the chlorine, thereby to produce dichloropinacolone, and terminating chlorine introduction when the dichloropinacolone content of the reaction mass is at least about 97%. The molten product is added to an aqueous solution of an alkali maintained at a temperature of at least about 50.degree. C., the alkali being present in more than three times the molar amount of the dichloropinacolone. To the resulting solution of a salt of 3,3-dimethyl-2-hydroxy-butyric acid, brought to a pH of about 9 to 12, there is added approximately the stoichiometric amount of potassium permanganate. Solid MnO.sub.
    Type: Grant
    Filed: April 23, 1985
    Date of Patent: February 6, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Dickore, Hans D. Engels, Hans Kratzer, Walter Merz
  • Patent number: 4846881
    Abstract: Herbicidal 3,4,6-trisubstituted 1,2,4-triazin-5(4H)-ones of the formula ##STR1## in which R.sup.1 represents hydrogen or methyl,R.sup.2 represents amino, methylamino or methyl andR.sup.3 represents methylthio, ethylthio, methylamino, ethylamino, allylamino, dimethylamino, methylethylamino or diethylamino.Novel intermediates therefor are also shown.
    Type: Grant
    Filed: March 16, 1988
    Date of Patent: July 11, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Dickore, Hans-Joachim Santel, Robert R. Schmidt, Harry Strang
  • Patent number: 4721523
    Abstract: A herbicidal composition comprising a herbicidally effective among of(a) a photosynthesis-inhibiting herbicidally active compound, and(b) a synergistically effective amount of a carbamate derivative of the formula (II) ##STR1## in which R.sup.1 is alkyl, halogenoalkyl, alkenyl, alkinyl or optionally substituted phenyl,R.sup.2 is alkyl, halogenoalkyl, alkoxy, alkenyl, optionally substituted cycloalkyl or optionally substituted cycloalkylalkyl,R.sup.3 is hydrogen, --CO--OR.sup.4, --CO--CO--OR.sup.5 or --CO--CO--NR.sup.6 R.sup.7,R.sup.4 is alkyl, alkenyl, alkinyl or optionally substituted phenyl,R.sup.5 is alkyl, alkenyl or alkinyl, andR.sup.6 and R.sup.7 each independently is hydrogen, alkyl or alkenyl.
    Type: Grant
    Filed: September 10, 1985
    Date of Patent: January 26, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Schwamborn, Gerhard Heywang, Karlfried Dickore, Winfried Lunkenheimer, Carl Fedtke
  • Patent number: 4564704
    Abstract: Dichloropinacolone is produced by introducing into pinacolone twice the molar amount of chlorine, the exothermic reaction mass being cooled initially to maintain the temperature below about 50.degree. C. until about 60 to 80% of the chlorine has been introduced, and then heating the reaction mass to a temperature above 50.degree. C. during introducing of the remainder of the chlorine, thereby to produce dichloropinacolone, and terminating chlorine introduction when the dichloropinacolone content of the reaction mass is at least about 97%. The molten product is added to an aqueous solution of an alkali maintained at a temperature of at least about 50.degree. C., the alkali being present in more than three times the molar amount of the dichloropinacolone. To the resulting solution of a salt of 3,3-dimethyl-2-hydroxy-butyric acid, brought to a pH of about 9 to 12, there is added approximately the stoichiometric amount of potassium permanganate. Solid MnO.sub.
    Type: Grant
    Filed: January 22, 1981
    Date of Patent: January 14, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Dickore, Hans D. Engels, Hans Kratzer, Walter Merz
  • Patent number: 4524205
    Abstract: A process for the preparation of a herbicidally active 1-amino-1,3,5-triazone-2,4 (1H,3H)-dione of the formula ##STR1## comprising in a first stage at a temperature from about 0.degree. to 100.degree. C. reacting an isocyanate of the formulaR.sup.1 - NCO (II)with an isothio semicarbazone of the tautomeric formulas ##STR2## in which R.sup.3 and R.sup.4 each independently is hydrogen, alkyl, cycloalkyl, aralkyl o alkyl, cycloalkyl, aralkyl or aryl,thereby to form a urea derivative of the tautomeric formulas ##STR3## in a second stage at a temperature between about -50.degree. and 0.degree. C. reacting the urea derivative with phosgene (COCl.sub.
    Type: Grant
    Filed: October 21, 1983
    Date of Patent: June 18, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gerhard Bonse, Reinhard Lantzsch, Henning Dorr, Wolfgang Kreiss, Karlfried Dickore, Klaus Ditgens, Eckart Kranz
  • Patent number: 4491671
    Abstract: The present invention relates to a process for the preparation of N-substituted imido-dicarboxylic acid diaryl ester compound of the formulaR.sup.1 --N(CO--OR.sup.2).sub.2 (I)whereinR.sup.1 is an optionally substituted aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radical; andR.sup.2 is an optionally substituted aryl radical, which are useful as intermediates for the production of known herbicides, which process comprises reacting a primary amine of the formulaR.sup.1 --NH.sub.2 (II)with a carbonic acid aryl ester halide of the formulaX--CO--OR.sup.2 (III)wherein X is a halogen atom, at a temperature between 100.degree. and 300.degree. C.
    Type: Grant
    Filed: June 10, 1982
    Date of Patent: January 1, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Dickore, Engelbert Kuhle
  • Patent number: 4457774
    Abstract: A selectively herbicidal composition of matter comprising a herbicidally effective amount of(i) 4-amino-6-tert.-butyl-3-ethylthio-1,2,4-triazin-5(4H)-one, and(ii) at least one ofS-2,3,3-trichloroallyl diisopropyl-thiolcarbamate,S-2,3-dichloroallyl diisopropyl-thiolcarbamate,1-amino-6-ethylthio-3-(2,2-dimethylpropyl)-1,3,5-triazine-2,4(1H,3H)-dione,1,2-dimethyl-3,5-diphenyl-pyrazolium methyl-sulphate,ethyl N-benzoyl-N-(3,4-dichlorophenyl)-2-amino-propionate,isopropyl N-benzoyl-N-(3-chloro-4-fluorophenyl)-2-amino-propionate,methyl N-benzoyl-N-(3-chloro-4-fluorophenyl)-2-amino-propionate,methyl 2-[4-(2,4-dichlorophenoxy)-phenoxy]-propionate, andmethyl 2-chloro-3-(4-chlorophenyl)-propionate.Ingredient (i) above as well as the compositions are especially suited for selectively killing monocotyledon and dicotyledon weeds in the cultivation of cereals and leguminous plants.
    Type: Grant
    Filed: September 18, 1981
    Date of Patent: July 3, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ludwig Eue, Robert Schmidt, Karlfried Dickore
  • Patent number: 4451406
    Abstract: Novel N-substituted imido-dicarboxylic acid diaryl ester compounds of the general formula ##STR1## in which R.sup.1 represents an optionally substituted aliphatic, cycloaliphatic, araliphatic, aromatic, heterocyclic radical andR.sup.2 and R.sup.3 can be identical or different and represent an optionally substituted aryl radical,and a process for their preparation characterized in that a carbamic acid aryl ester of the general formula:R.sup.1 --NH--CO--OR.sup.2 (II)in which R.sup.1 and R.sup.2 have the abovementioned meanings, is reacted with a carbonic acid aryl ester halide of the general formulaX--CO--OR.sup.3 (III)in whichR.sup.3 has the abovementioned meaning andX represents a halogen atom, optionally in the presence of a diluent, optionally at a temperature between 100.degree. and 300.degree. C.The new compounds (I) can be used as intermediate products for the preparation of known herbicidal active compounds from the 1,3,5-triazine,2,4-(1H,3H)-dione series.
    Type: Grant
    Filed: August 5, 1983
    Date of Patent: May 29, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Dickore, Engelbert Kuhle
  • Patent number: 4447258
    Abstract: 3-Dimethylamino-4-methyl-1,2,4-triazin-5(4H)-one compounds of the formula ##STR1## in which R.sup.1 is t-butyl, sec.-butyl or cyclohexyl;are effective herbicides.
    Type: Grant
    Filed: February 11, 1980
    Date of Patent: May 8, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Dickore, Klaus Sasse, Ludwig Eue, Robert R. Schmidt
  • Patent number: 4447635
    Abstract: Novel N-substituted imido-dicarboxylic acid diaryl ester compounds of the general formula ##STR1## in which R.sup.1 represents an optionally substituted aliphatic, cycloaliphatic, araliphatic, aromatic, heterocyclic radical andR.sup.2 and R.sup.3 can be identical or different and represent an optionally substituted aryl radical, and a process for their preparation characterized in that a carbamic acid aryl ester of the general formulaR.sup.1 --NH--CO--OR.sup.2 (II)in which R.sup.1 and R.sup.2 have the abovementioned meanings, is reacted with a carbonic acid aryl ester halide of the general formulaX--CO--OR.sup.3 (III)in whichR.sup.3 has the abovementioned meaning andX represents a halogen atom, optionally in the presence of a diluent, optionally at a temperature between 100.degree. and 300.degree. C.The new compounds (I) can be used as intermediate products for the preparation of known herbicidal active compounds from the 1,3,5-triazine,2,4-(1H,3H)-dione series.
    Type: Grant
    Filed: June 30, 1982
    Date of Patent: May 8, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Dickore, Engelbert Kuhle
  • Patent number: 4426523
    Abstract: Herbicidal 1-amino-1,3,5-triazine-2,4(1H, 3H)-diones of the general formula ##STR1## are obtained in good yields if an N-substituted O-aryl N-chlorocarbonyl carbamate of the general formula ##STR2## is reacted with an isothiosemicarbazone of the general formula ##STR3## or hydrohalide thereof, (R.sup.1 to R.sup.4 in formulae (I) to (III) having the meanings given in the description), at a temperature between 0.degree. and 50.degree. C., in the presence of an acid-binding agent, the open-chain intermediate products formed thereby are then heated (if appropriate without intermediate isolation), in a second stage, to a temperature between 50.degree. and 150.degree. C. and, finally, in a third stage, the 1-alkylideneamino-1,3,5-triazine-2,4(1H, 3H)-dione formed thereby is hydrolyzed (if appropriate again without intermediate isolation) in an acid medium.
    Type: Grant
    Filed: February 5, 1982
    Date of Patent: January 17, 1984
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Dickore, Engelbert Kuhle
  • Patent number: 4356024
    Abstract: A process for the preparation of a 1-amino-1,3,5-triazine-2,4(1H, 3H)-dione compounds comprising the steps of reacting an N-substituted imido-dicarboxylic acid diaryl ester with an isothiosemicarbazone at a temperature of between 50.degree. and 150.degree. C. to form a 1-alkylidene-amino-1,3,5-triazine-2,4(1H, 3H)-dione reaction product; and thereafter, hydrolyzing the reaction product in an acid medium. The reaction product need not be separated from the reaction mixture before the hydrolysis step. Certain novel 1-amino-1,3,5-triazine-2,4(1H, 3H)-dione compounds are provided. The compounds are useful as herbicides.
    Type: Grant
    Filed: February 10, 1981
    Date of Patent: October 26, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Dickore', Engelbert Kuhle
  • Patent number: 4348331
    Abstract: This invention relates to a process for the preparation of N-substituted imido-dicarboxylic acid diaryl ester compound of the formulaR.sup.1 --N(CO--OR.sup.2).sub.2 (I)whereinR.sup.1 is an optionally substituted aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radical, andR.sup.2 is an optionally substituted aryl radical,which can be used as intermediates for the production of known herbicides, which process comprises reacting an amine salt of the formulaR.sup.1 --NH.sub.2.HX.sup.1 (II)wherein X.sup.1 is a halogen, with a carbonic acid aryl ester halide of the formulaR.sup.2 --O--CO--X.sup.2 (III)wherein X.sup.2 is halogen, at a temperature from 100.degree. C. to 300.degree. C.
    Type: Grant
    Filed: February 10, 1981
    Date of Patent: September 7, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Dickore, Engelbert Kuhle
  • Patent number: 4240820
    Abstract: Novel method for regulating the growth of plants which method comprises applying to the plants or their habitat, effective amounts of heterocyclic compound of the formula ##STR1## in which R.sup.1 is alkyl or optionally substituted aryl,R.sup.2 is hydrogen, alkyl or optionally substituted aryl,R.sup.3 is hydrogen or the radical ##STR2## in which Y is oxygen or sulfur andR.sup.5 is alkyl, haloalkyl, alkoxyalkyl, aryloxyalkyl, which is optionally substituted in the aryloxy part, alkoxy, optionally substituted aryl, optionally substituted aryloxy, monoalkylamino, dialkylamino, alkenylamino, dialkenylamino, optionally substituted arylamino, a 5-membered to 7-membered heterocyclic ring, bonded via nitrogen, or the radical ##STR3## in which R.sup.6 is hydrogen or alkyl andR.sup.7 is hydrogen or alkyl, orR.sup.6 and R.sup.7, together with the adjacent nitrogen atom, are a 5-membered to 7-membered heterocyclic ring,R.sup.4 is cyano or the grouping --COR.sup.8in whichR.sup.
    Type: Grant
    Filed: April 13, 1979
    Date of Patent: December 23, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Dickore, Klaus Lurssen
  • Patent number: 4123253
    Abstract: The invention provides herbicidal compositions containing as active ingredients (1) a 1,2,4-triazin-5-(4H)-one derivative of the general formula ##STR1## in which R is amino or isobutylideneamino, and (2) a phenoxyalkanecarboxylic acid of the general formula ##STR2## in which X is methylene or methylmethylene,R.sub.1 is chlorine or methyl andR.sub.2 is hydrogen or chlorine,Which may be in the form of a salt or ester thereof, alone or in admixture with a solid or liquid or liquefied gaseous diluent or carrier;Which combinations provide synergistic weed-killing action against a wide range of weeds in cereals.
    Type: Grant
    Filed: September 10, 1976
    Date of Patent: October 31, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Hack, Robert R. Schmidt, Karlfried Dickore
  • Patent number: 4067724
    Abstract: N-(1,2,4-Triazin-5-on-4-yl)-glycine compounds of the formula ##STR1## in which R.sup.1 is alkyl, alkoxy, alkylthio or alkylamino,R.sup.2 is alkyl, cycloalkyl, phenyl or substituted phenyl,R.sup.3 is hydrogen, alkyl, alkenyl or alkynyl andR.sup.4 is hydroxyl, alkoxy, alkythio, amino, alkylamino or dialkylamino,Possess outstanding selective herbicidal properties.
    Type: Grant
    Filed: August 25, 1976
    Date of Patent: January 10, 1978
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wilfried Draber, Karlfried Dickore, Helmut Timmler, Ludwig Eue, Robert Rudolf Schmidt
  • Patent number: 4057417
    Abstract: New 6-sec.-butyl-1,2,4-triazin-5(4H)-one compounds of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are each hydrogen, orR.sup.1 and R.sup.2 together represent alkylidene or substituted alkylidene of the formula: ##STR2## wherein R.sup.3 is hydrogen, alkyl or cycloalkyl, and R.sup.4 is alkyl, alkenyl, cycloalkyl, cycloalkenyl, aralkyl, aralkenyl, optionally substituted aryl or an optionally substituted heterocyclic radical, orR.sup.3 and R.sup.4 together with the carbon atom shown from a 5-membered to 7-membered ring, andY is sulfur, NH or NCH.sub.3 ;are outstandingly active herbicides.
    Type: Grant
    Filed: March 26, 1975
    Date of Patent: November 8, 1977
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Dickore, Ludwig Eue, Robert Rudolf Schmidt
  • Patent number: 4052460
    Abstract: Dichloropinacolone is produced by introducing into pinacolone twice the molar amount of chlorine, the exothermic reaction mass being cooled initially to maintain the temperature below about 50.degree. C until about 60 to 80% of the chlorine has been introduced, and then heating the reaction mass to a temperature above 50.degree. C during introducing of the remainder of the chlorine, thereby to produce dichloropinacolone, and terminating chlorine introduction when the dichloropinacolone content of the reaction mass is at least about 97%. The molten product is added to an aqueous solution of an alkali maintained at a temperature of at least about 50.degree. C, the alkali being present in more than three times the molar amount of the dichloropinacolone. To the resulting solution of a salt of 3,3-dimethyl-2-hydroxy-butyric acid, brought to a pH of about 9 to 12, there is added approximately the stoichiometric amount of potassium permanganate. Solid MnO.sub.
    Type: Grant
    Filed: January 20, 1976
    Date of Patent: October 4, 1977
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karlfried Dickore, Hans Dieter Engels, Hans Kratzer, Walter Merz
  • Patent number: 4035364
    Abstract: In the methylation of 4-amino-6-t.-butyl-3-mercapto-1,2,4-triazin-5-one to produce 4-amino-6-t.-butyl-3-methylmercapto-1,2,4-triazine-5-one using methyl bromide, the reaction is run in the absence of air whereby product coloration is avoided. Desirably considerable agitation is employed along with recycle and especially with an emulsifying agent which markedly speeds up the reaction. Measures such as operating under a slight vacuum and recycle of unused methyl bromide and mother liquor are employed to improve the yield and to avoid the problems of discharging the bromides to the environment.
    Type: Grant
    Filed: July 26, 1976
    Date of Patent: July 12, 1977
    Assignees: Bayer Aktiengesellschaft, Mobay Chemical Corporation
    Inventors: Karlfried Dickore, Walter Merz, Johann Dahm, Donovan Norman Smith, Jr.