Patents Assigned to DowElanco
  • Patent number: 5571901
    Abstract: Fermentation product A83543, comprising major components A83543A and A83543D and minor components A83543B, A83543C, A83543E, A83543F, A83543G, A83543H and A83543J, is produced by a newly described species, Saccharopolyspora spinosa. The A83543 components and their acid-addition salts (A83543 compounds) are useful as insecticides, particularly against Lepidoptera and Diptera species. Insecticidal, miticidal or ectoparasiticidal combinations, compositions and methods are provided.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: November 5, 1996
    Assignee: DowElanco
    Inventors: LaVerne D. Boeck, Hang Chio, Tom E. Eaton, Otis W. Godfrey, Jr., Karl H. Michel, Walter M. Nakatsukasa, Raymond C. Yao
  • Patent number: 5563269
    Abstract: 5-Alkoxy-1,2,4-triazolo[4,3-c]pyrimidine-3(2H)-thione compounds, such as 5-ethoxy-8-fluoro-1,2,4-triazolo[4,3-c]pyrimidine-3(2H)-thione, were prepared by cyclization of 2-alkoxy-4-hydrazinopyrimidine compounds, such as 2-ethoxy-5-fluoro-4-hydrazinopyrimidine, with carbon disulfide and hydrogen peroxide. The reaction can be carried out in the presence of a trialkylamine, such as triethylamine, in which case a trialkylammonium salt is obtained. The products are useful intermediates in the preparation of 5-alkoxy[1,2,4]triazolo[1,5-c]-pyrimidine-2-sulfonamide herbicides.
    Type: Grant
    Filed: May 5, 1995
    Date of Patent: October 8, 1996
    Assignee: DowElanco
    Inventors: Jon A. Orvik, Dawn Shiang
  • Patent number: 5560909
    Abstract: The invention concerns certain insecticidal compositions of ingestible insecticides selected from the group consisting of DNA viruses, RNA viruses and bacteria of the order Bacillus such as, for example, Bacillus thuringiensis var. israelensis entrapped by a suitable charged polymer. The invention also concerns a process for the preparation of and the use of such insecticidal compositions.
    Type: Grant
    Filed: July 26, 1991
    Date of Patent: October 1, 1996
    Assignee: DowElanco
    Inventors: Lisa J. Rheaume, Julia A. Gegner, James J. Jakubowski, Daniel H. Haigh, James Peters
  • Patent number: 5556883
    Abstract: Method of using specific acyl urea compounds as termiticides. The compounds are unusually non-repellant to termites and active at low dosages.
    Type: Grant
    Filed: May 11, 1995
    Date of Patent: September 17, 1996
    Assignee: DowElanco
    Inventors: Ellen M. Thoms, Ronald J. Sbragia
  • Patent number: 5556859
    Abstract: N-(4-Pyrimidinyl)amide pesticides of the formulas ##STR1## and N-oxides and salts thereof, wherein the variable groups are as defined in the specification, are active against nematodes, insects, mites, and plant pathogens.
    Type: Grant
    Filed: December 22, 1994
    Date of Patent: September 17, 1996
    Assignee: DowElanco
    Inventor: Peter L. Johnson
  • Patent number: 5552546
    Abstract: A salt of 2-ethoxy-4,6-dihydroxypyrimidine (DHEP) is prepared by contacting a salt of O-ethylisourea with dimethyl malonate in the presence of a methoxide base to form the salt of DHEP. The salt of DHEP can optionally be protonated with an acid to form neutral DHEP. The reaction is typically conducted in a methanol solvent at a temperature less than about 30.degree. C. Typically, the monosodium salt of DHEP is prepared by contacting O-ethylisourea hydrochloride with dimethyl malonate in the presence of sodium methoxide and methanol solvent.
    Type: Grant
    Filed: July 28, 1994
    Date of Patent: September 3, 1996
    Assignee: DowElanco
    Inventors: Douglas L. Pearson, Jon A. Orvik, Gary A. Roth, Carmen A. Scott, Ron B. Leng, Dawn L. Shiang
  • Patent number: 5539089
    Abstract: A83543 Aglycones A83543AgA, A83543AgD, A83543AgE, and A83543AgF, and A83543 pseudoaglycones A83543PsaA2, A83543PsaB2, A83543PsaD2, and A83543PsaN2 are intermediates useful in preparation of known insecticides.
    Type: Grant
    Filed: September 7, 1994
    Date of Patent: July 23, 1996
    Assignee: DowElanco
    Inventors: Mary C. Broughton, Lawrence Creemer, Mary L. B. Huber, Herbert A. Kirst, Jan R. Turner
  • Patent number: 5508035
    Abstract: Stable emulsions of water-insoluble organic pesticides are formed by mixing the pesticide with an aqueous dispersion of a graft copolymer comprising a reactive polymeric surfactant base polymer and a nonionic hydrophobic grafted composition. The graft copolymer spontaneously absorbs organic pesticides with low water solubility upon simple mixing. The resulting product is much more stable to coalescence than emulsions made with conventional or polymeric surfactants.Emulsifiable organic based concentrates, having a continuous oil phase, which are formed from admixtures of pesticidally active water-insoluble organic pesticides with graft copolymers can be diluted with or in water, thus, inverting the continuous oil phase to stable water based oil-in-water emulsions of the active pesticide.
    Type: Grant
    Filed: October 27, 1993
    Date of Patent: April 16, 1996
    Assignee: DowElanco
    Inventors: Ritchie A. Wessling, Dale M. Pickelman, Dennis G. Wujek
  • Patent number: 5502235
    Abstract: A process for making 2,6-difluorobenzonitrile, comprising reacting 2,6-dichlorobenzonitrile with a substantially anhydrous metal fluoride at a temperature between about 160.degree. C. and about 300.degree. C. and in the presence of a phase transfer catalyst, which is typically a polyether, tetra-substituted phosphonium salt, tetra-substituted ammonium salt, and cryptand, but in the absence of a solvent. After taking off the product the resulting mixture may be recycled into the reactor for the next reaction cycle. Upon build-up of tars in the reaction process, the invention includes the separation of catalyst from the tars and the recycle thereof.
    Type: Grant
    Filed: December 28, 1994
    Date of Patent: March 26, 1996
    Assignee: DowElanco
    Inventors: Mark W. Zettler, Richard E. Tobey, Ronald B. Leng
  • Patent number: 5498773
    Abstract: Disclosed are herbicidal concentrate formulation compositions having reduced grass crop plant phytotoxicity comprising certain sulfonamide or sulfonylurea herbicides in admixture with a non-herbicidal organic or inorganic acid or mixture thereof in an amount sufficient to insure that during the post-emergent agricultural uses thereof in water diluted form the pH of the mixture is below about 5; also disclosed is the preparation of said compositions, aqueous formulations of said concentrate and the use of said formulations.
    Type: Grant
    Filed: March 30, 1994
    Date of Patent: March 12, 1996
    Assignee: DowElanco
    Inventors: Robert L. Noveroske, Ronald W. McCormick
  • Patent number: 5496931
    Abstract: Fermentation product A83543, comprising major components A83543A and A83543D and minor components A83543B, A83543C, A83543E, A983543F, A83543G, A83543H and A83543J, is produced by a newly described species, Saccharopolyspora spinosa. The A83543 components and their acid-addition salts (A83543 compounds) are useful as insecticides, particularly against Lepidoptera and Diptera species. Insecticidal, miticidal or ecto-parasiticidal combinations, compositions and methods are provided.
    Type: Grant
    Filed: March 17, 1995
    Date of Patent: March 5, 1996
    Assignee: DowElanco
    Inventors: LaVerne D. Boeck, Hang Chio, Tom E. Eaton, Otis W. Godfrey, Jr., Karl H. Michel, Walter M. Nakatsukasa, Raymond C. Yao
  • Patent number: 5494887
    Abstract: Substituted ring annulated 5-alkoxy-N-aryl-[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamide compounds, such as N-(2,6-dichlorophenyl)-5-methoxycyclopenteno[d]-[1,2,4]triazolo[1,5-c]pyri midine-2-sulfonamide, were prepared by condensation of an appropriate 2-chloro-sulfonyl-5-alkoxy[1,2,4]triazolo[1,5-c]pyrimidine compound, such as 2-chlorosulfonyl-5-methoxycyclopenteno[d][1,2,4]triazolo[1,5-c]pyrimidine, with a substituted arylamine compound, such as 2,6-dichloroaniline, and found to possess herbicidal utility.
    Type: Grant
    Filed: July 11, 1994
    Date of Patent: February 27, 1996
    Assignee: DowElanco
    Inventors: Timothy C. Johnson, Walter Reifschneider, John C. Van Heertum, Mark J. Costales, Kim E. Arndt
  • Patent number: 5493024
    Abstract: 3,4,N-triaryl-4,5-dihydro-1H-pyrazole-1-carboxamide compounds having an aryl moiety in the 4-position that is an optionally substituted pyridinyl, pyrimidinyl, pyridazinyl, pyrazinyl, or quinolinyl moiety and aryl moieties in the 3-position and the N-position that are optionally substituted phenyl, pyridinyl, pyrimidinyl, pyridazinyl, pyrazinyl, or quinolinyl moieties, such as N-(4-chlorophenyl)-4,5-dihydro-3-(4-fluorophenyl)-4-(5-trifluoromethyl-2-p yridinyl)-1H-pyrazole-1-carboxamide, were prepared and found to possess insecticidal utility. 1,2-Diarylethanone compounds were converted to 1,2-diaryl-2-propen-1-one compounds by treatment with bis(dimethylamino)methane, the 1,2-diaryl-2-propen-1-one compounds were converted to 3,4-diaryl-4,5-dihydro-1H-pyrazole compounds by treatment with hydrazine, and the 3,4-diaryl-4,5-dihydro-1H-pyrazole compounds were converted to the insecticidal subject compounds by treatment with an aryl isocyanate.
    Type: Grant
    Filed: June 2, 1993
    Date of Patent: February 20, 1996
    Assignee: DowElanco
    Inventors: Kevin L. McLaren, Mark B. Hertlein, James T. Pechacek, Michael J. Ricks, Yulan C. Tong
  • Patent number: 5488109
    Abstract: 2-Chlorosulfonyl-5-alkoxy[1,2,4]triazolo-[1,5-c]pyrimidine compounds, such as 2-chlorosulfonyl-5-ethoxy-7-fluoro[1,2,4]triazolo[1,5-c]pyrimidine, that are useful for the preparation of 5-alkoxy[1,2,4]triazolo [1,5-c]pyrimidine-2-sulfonamide herbicides, were prepared in an improved manner from 5-alkoxy[1,2,4]triazolo [1,5-c]pyrimidine-2(3H)-thione compounds, such as 5-ethoxy-7-fluoro[1,2,4]triazolo[1,5-c]pyrimidine-2(3H)-thione, by oxidation with hydrogen peroxide to obtain novel 2,2'-dithiobis(5-alkoxy[1,2,4]triazolo[1,5-c]pyrimidine) compounds, such as 2,2'-dithiobis (5-ethoxy-7-fluoro[1,2,4]triazolo[1,5-c]pyrimidine), and subsequent chloroxidation of these intermediate compounds.
    Type: Grant
    Filed: November 5, 1993
    Date of Patent: January 30, 1996
    Assignee: DowElanco
    Inventors: Thomas A. Olmstead, Michael A. Gonzalez, Jon A. Orvik, Douglas L. Pearson, James W. Ringer, Dawn Shiang, Jimmy J. Tai, Anne P. Wallin
  • Patent number: 5488052
    Abstract: The present invention relates to a novel aqueous flowable composition of fenazaquin. It was found that conventional aqueous flowable formulations resulted in a product that lost miticidal activity during storage. The low miticidal activity was found to be due to an unacceptable level of particle size growth during storage. It has been found that an aqueous flowable fenazaquin formulation of satisfactory particle size stability can be made when a higher than normal concentration of sodium naphthalene formaldehyde condensate dispersant is utilized in the formulation.
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: January 30, 1996
    Assignee: DowElanco
    Inventors: Larry B. Rowland, Joseph R. Winkle
  • Patent number: 5486516
    Abstract: Pesticidal compounds of the formula (1) ##STR1## R.sup.1 is H, C.sub.1 -C.sub.4 alkyl, or phenyl optionally substituted with halo, (C.sub.1 -C.sub.4) alkyl, (C.sub.1 -C.sub.4) alkoxy, halo (C.sub.1 -C.sub.4) alkyl, or halo (C.sub.1 -C.sub.4) alkoxy;R.sup.2 is H, (C.sub.1 -C.sub.4) alkyl, nitro, halo; orR.sup.1 and R.sup.2 combine to form --(CH.sub.2).sub.4 --;R.sup.3 is H, (C.sub.1 -C.sub.4) alkyl, halo (C.sub.1 -C.sub.4) alkyl, phenyl, or substituted phenyl;X is O, S, NR.sup.4, or CR.sup.5 R.sup.6 ; andY is a bond or an alkylene chain one to six carbon atoms long; andZ is(a) (C.sub.3 -C.sub.8) cycloalkyl or cycloalkenyl, optionally substituted with (C.sub.1 -C.sub.4) alkyl, (C.sub.1 -C.sub.4) alkoxy, halo (C.sub.1 -C.sub.4) alkyl, halo (C.sub.1 -C.sub.4) alkoxy, halo, hydroxy or (C.sub.1 -C.sub.
    Type: Grant
    Filed: December 10, 1993
    Date of Patent: January 23, 1996
    Assignee: DowElanco
    Inventors: Ronnie G. Edie, Ronald E. Hackler, Eriks V. Krumkalns
  • Patent number: 5480991
    Abstract: 5-Alkoxy[1,2,4]triazolo[1,5-c]pyrimidine-2 (3H)-thione compounds, such as 5-ethoxy-8-fluoro[1,2,4]triazolo[1,5-c]pyrimidine-2(3H)-thione, were prepared by treatment of a 5-alkoxy-1,2,4-triazolo-[4,3-c]pyrimidine-3(2H)-thione compound, such as 5-ethoxy-8-fluoro-1,2,4-triazolo[4,3-c]pyrimidine-3(2H)-thione, with an alkali metal alkoxide in an alcohol solvent selected so that the 5-alkoxy group, the alkoxide, and the alcohol all have the same alkyl group. The trialkylammonium salts of the 5-alkoxy-1,2,4-triazolo [4,3-c]pyrimidine-3(2H)-thione compounds were converted to 3-hydrocarbylthio-5-alkoxy-1,2,4-triazolo-[4,3-c]pyrimidine compounds by reaction with a hydrocarbyl halide, such as benzyl chloride. The products are useful intermediates in the preparation of 5-alkoxy[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamide herbicides.
    Type: Grant
    Filed: November 5, 1993
    Date of Patent: January 2, 1996
    Assignee: DowElanco
    Inventors: Jon A. Orvik, Dawn Shiang
  • Patent number: 5466659
    Abstract: This invention relates to novel triclopyr butoxyethyl ester (triclopyr BEE) compositions comprising the use of esters of vegetable oils as carriers in triclopyr BEE compositions for use in the control of undesirable vegetation. The present invention further relates to a method for controlling undesired vegetation in which the novel triclopyr BEE composition is applied to the bark or stem of the vegetation.
    Type: Grant
    Filed: May 10, 1994
    Date of Patent: November 14, 1995
    Assignee: DowElanco
    Inventors: F. Nelson Keeney, John L. Troth
  • Patent number: 5461824
    Abstract: Tree growth is suppressed by placing an implant below the bark layer of the tree at each of a plurality of sites spaced around the circumference of the trunk of the tree, each implant containing a unit dose of active ingredient selected from flurprimidol, paclobutrazol, and uniconazole.
    Type: Grant
    Filed: August 2, 1994
    Date of Patent: October 31, 1995
    Assignee: DowElanco
    Inventor: Ronald L. Cassell
  • Patent number: 5461161
    Abstract: Substituted N-pyridinyl[1,2,4]triazolo[1,5-c]-pyrimidine-2-sulfonamide compounds, such as N-(2-fluoro-4-methyl)-7-fluoro-5-methoxy[1,2,4]triazolo[1,5-c]pyrimidine-2 -sulfonamide, were prepared by condensation of a 2-chlorosulfonyl[1,2,4]triazolo[1,5-c]pyrimidine compound, such as 2-chlorosulfonyl-7-fluoro-5-methoxy[1,2,4]triazolo[1,5-c]pyrimidine, with a substituted 3-aminopyridine compound, such as 3-amino-2-fluoro-4-methylpyridine, and found to possess herbicidal utility.
    Type: Grant
    Filed: July 11, 1994
    Date of Patent: October 24, 1995
    Assignee: DowElanco
    Inventors: Kim E. Arndt, William A. Kleschick, Walter Reifschneider, Robert J. Ehr