Patents Assigned to DowElanco
  • Quinoline nematicidal method
    Patent number: 5227387
    Abstract: A method of inhibiting a nematode population which comprises applying to the locus of a nematode, a nematode inactivating amount of a compound of the formula (1):Het--X--CH.sub.2 --CH.sub.2 --Ar (1)or an N-oxide or salt thereof, whereinHet is a nitrogen containing heterocycle, for example 8-fluoroquinazolin-4-yl, or quinoline-4-amine,X is O, NH, or CH.sub.2 ; andAr is a substituted phenyl group, for example 4-(2,2,2-trifluoroethoxy)phenyl.
    Type: Grant
    Filed: September 3, 1991
    Date of Patent: July 13, 1993
    Assignee: DowElanco
    Inventors: Barry A. Dreikorn, Ronnie G. Edie, Ronald E. Hackler, Glen P. Jourdan, Eriks V. Krumkalns, Robert G. Suhr
  • Process for isolating A83543 and its components
    Patent number: 5227295
    Abstract: An improved process for isolating A83543 factors from fermentation broth in which they are produced which comprises:a) adding an approximately equal volume of a water miscible, polar organic solvent to the fermentation broth, including the biomass thereof;b) separating the liquid phase of the resulting mixture from the biomass;c) adjusting the pH of the separated liquid phase to between about 7 and 13;d) applying the separated liquid phase directly to a column of nonfunctional, macroreticular polymer;e) eluting the A83543 components from the column with an aqueous solution of water miscible, polar organic solvent; andf) collecting the fractions containing A83543 components.
    Type: Grant
    Filed: November 8, 1991
    Date of Patent: July 13, 1993
    Assignee: DowElanco
    Inventor: Patrick J. Baker
  • Preparation of higher alkylesters of carboxylic acids
    Patent number: 5214150
    Abstract: Larger (C.sub.6 -C.sub.12) esters of substituted 2-pyridinyloxyalkanoic acids, such as 1-methylheptyl (4-amino-3,5-dichloro-6-fluoro-2-pyridinyloxy)acetate, are prepared in high yield and purity by first preparing the methyl or ethyl ester and then transesterifying with a C.sub.6 -C.sub.12 alcohol. The methyl or ethyl ester can be prepared by alkylation of an alkali metal salt of 4-amino-3,5-dichloro-6-fluoro-2-pyridinol with methyl or ethyl chloroacetate and the transesterification can be carried out in the presence of a tetraalkyl titanate catalyst.
    Type: Grant
    Filed: July 2, 1991
    Date of Patent: May 25, 1993
    Assignee: DowElanco
    Inventors: Ian R. King, Karl L. Krumel, Simon C. Lee
  • Process for the preparation of 4-haloquinazolines
    Patent number: 5214144
    Abstract: 4-Haloquinazolines can be prepared by the halogenation of the corresponding 4-hydroxyquinazolines with a phosphoryl, thionyl or carbonyl halide in the presence of a catalytically effective amount of a N,N-dialkylformamide. The reaction is catalyzed by the addition of soluble organic halide salts.
    Type: Grant
    Filed: October 7, 1991
    Date of Patent: May 25, 1993
    Assignee: DowElanco
    Inventors: Jimmy J. Tai, James W. Ringer, Karl L. Krumel, Richard C. Krauss
  • A83543 compounds and processes for production thereof
    Patent number: 5202242
    Abstract: New fermentation products A83543L, A83543M, and A83543N, N-demethyl derivatives thereof, and salts thereof, are useful for the control of insects. A83543PsaL1 is useful for the preparation of A83543 components. Methods for making A83543J, A83543L, A83543M, and A83543N by culture of Saccharopolyspora spinosa NRRL 18719 or NRRL 18720 are provided. Insecticidal and ectoparasiticidal compositions containing A83543L, A83543M, A83543N, and N-demethyl derivatives thereof are also provided.
    Type: Grant
    Filed: November 8, 1991
    Date of Patent: April 13, 1993
    Assignee: DowElanco
    Inventors: Jon S. Mynderse, James W. Martin, Jan R. Turner, Lawrence C. Creemer, Herbert A. Kirst, Mary C. Broughton, Mary L. B. Huber
  • N-pyrazolyl-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonamide herbicides
    Patent number: 5201938
    Abstract: N-(3-, 4-, and 5-)-pyrazolyl-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonamide compounds, substituted on the pyrimidine ring with an alkoxy group and on the pyrazine ring, such as N-(4-bromo-1-methylpyrazol-3-yl)-7-chloro-5-methoxy-1,2,4-triazolo[1,5-c]p yrimidine-2-sulfonamide, were prepared from alkoxy substituted 1,2,4-triazolo[1,5-c]-pyrimidine-2-sulfonyl halides by condensation with substituted (3-, 4-, and 5-aminopyrazoles in the presence of a pyridine base and a catalytic amount of dimethyl sulfoxide. The compounds were found to possess general and, in some cases, selective pre- and postemergence herbicidal activity.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: April 13, 1993
    Assignee: DowElanco
    Inventors: Mark J. Costales, John C. Van Heertum, William A. Kleschick, Robert J. Ehr, Patricia G. Ray
  • Process for treating dinitroanilines with sulfite to reduce impurities and to reduce the ability to produce nitrosamines
    Patent number: 5196585
    Abstract: The present invention is directed toward a process of treating crude dinitroaniline with an aqueous sulfite solution as a method of stabilizing the herbicide against formation of nitrosamines and of reducing impurities therein.
    Type: Grant
    Filed: October 2, 1990
    Date of Patent: March 23, 1993
    Assignee: DowElanco
    Inventor: David D. Wirth
  • Stable concentrates and emulsions of water-insoluble organic pesticides
    Patent number: 5188824
    Abstract: Stable, aqueous emulsion formulations of water-insoluble organic pesticides are formed from a mixture of (1) a water-insoluble organic pesticide, (2) a water based structured particle latex containing nonionic particles to which is bound a layer containing stabilizing pH independent ionic groups chemically bound at or near the surface of the polymer particles, and optionally a cosolvent and/or a cosurfactant for the pesticide. The resulting product is much more stable to coalescence than emulsions made with conventional surfactants.
    Type: Grant
    Filed: September 23, 1991
    Date of Patent: February 23, 1993
    Assignee: DowElanco
    Inventors: Ritchie A. Wessling, Dale M. Pickelman, Dennis G. Wujek
  • Process for the preparation of 2-alkyl-5-hydroxypyrimidines from 1,3-diamino-2-propanol and an alkanecarboxylic acid
    Patent number: 5189166
    Abstract: A process for the efficient manufacture of 2-alkyl-5-hydroxypyrimidines from relatively inexpensive raw materials is provided.The vapor phase condensation/cyclization of 1,3-diamino-2-propanol and an alkanecarboxylic acid produces an equilibrium mixture of 2-alkyl-5-hydroxytetrahydropyrimidine and 2-alkyl-5-(aminomethyl)oxazoline. After separation from the oxazoline, the tetrahydropyrimidine can be dehydrogenated under mild neutral conditions with manganese dioxide to produce 2-alkyl-5-hydroxypyrimidines.
    Type: Grant
    Filed: July 17, 1992
    Date of Patent: February 23, 1993
    Assignee: DowElanco
    Inventor: John W. Hull, Jr.
  • Process for the preparation of 3- and/or 5-substituted anthranilic acids
    Patent number: 5189210
    Abstract: Anthranilic acids substituted in the 3- and/or 5-position are valuable intermediates for the production of agricultural chemicals. These substituted anthranilic acids can be obtained in good yield without undesirable isomeric byproducts by the oxidative ring-opening of dihydroquinolin-4-ones or quinolin-2,4-diones with t-butyl hydroperoxide in the presence of a base.
    Type: Grant
    Filed: April 30, 1992
    Date of Patent: February 23, 1993
    Assignee: DowElanco
    Inventors: Terry L. Wright, Jon A. Orvik
  • Derivatives of 4-((aryloxy)phenoxy)alkenols and their herbicidal uses
    Patent number: 5186735
    Abstract: Derivatives of 4-((aryloxy)phenoxy)alkenols, their preparation and use as active herbicides for the postemergent control of grassy weeds and especially the control of said weeds in the presence of corn plants are disclosed.
    Type: Grant
    Filed: April 12, 1991
    Date of Patent: February 16, 1993
    Assignee: DowElanco
    Inventors: James A. Turner, Paul S. Zorner, Wendy S. Jacks
  • 4-((aryloxy)phenoxy)fluoroalkanoic acid derivatives and their herbicidal uses
    Patent number: 5180417
    Abstract: Disclosed herein are derivatives of 4-((aryloxy)phenoxy)fluoroalkanoic acid and their use as active herbicides for the pre- and postemergent control of grassy weeds, especially in the presence of broadleaf crops.
    Type: Grant
    Filed: April 12, 1991
    Date of Patent: January 19, 1993
    Assignee: DowElanco
    Inventor: James A. Turner
  • Regeneration and extension of lifetime of dehydrogenation catalysts used in the preparation of 2-alkylpyrimidines
    Patent number: 5180700
    Abstract: The useful life of the palladium dehydrogenation catalyst used in the preparation of 2-alkylpyrimidines from 1,3-diaminopropane and an appropriate alkanecarboxylic acid in a continuous vapor phase process is substantially increased by employing a stoichiometric excess of the carboxylic acid and by using catalyst pellets of less than 3-4 mm diameters. Additionally, the dehydrogenation catalyst can be regenerated in situ by controlled air oxidation below 350.degree. C.
    Type: Grant
    Filed: May 13, 1991
    Date of Patent: January 19, 1993
    Assignee: DowElanco
    Inventors: Eva F. Tai, John W. Hull, Jr., Kenneth E. First
  • Process for the preparation of substituted N-(aryl)-1,2,4-triazolopyrimidine-2-sulfonamides
    Patent number: 5177206
    Abstract: The preparation of N-(aryl)-1,2,4-triazolopyrimidine-2-sulfonamides by the coupling of substituted 1,2,4-triazolopyrimidine-2-sulfonyl halides with aryl amines of substantially reduced nucleophilic reactivity is facilitated by conducting the reaction in the presence of a pyridine base and a catalytic amount of dimethyl sulfoxide.
    Type: Grant
    Filed: October 8, 1991
    Date of Patent: January 5, 1993
    Assignee: DowElanco
    Inventors: Timothy C. Johnson, Wilmonte A. Nasutavicus
  • Pyridinecarboxylic acid chlorides from (trichloromethyl)pyridines
    Patent number: 5166352
    Abstract: Pyridinecarboxylic acids and their acid chloride, aliphatic ester and alkylamide derivatives are prepared by passing vapors of a (trichloromethyl)pyridine compound, such as 2,3-dichloro-5-(trichloromethyl)pyridine over gamma-alumina at a temperature of about 250.degree. C. to 450.degree. C. to obtain a pyridinecarboxylic acid chloride compound, such as 2,3-dichloronicotinoyl chloride and, if desired, subsequently converting this compound to its acid, an ester, or an amide, such as 2,3-dichloronicotinic acid, methyl 2,3-dichloronicotinate, or N-methyl-2,3-dichloronicotinamide, by treatment with water, an aliphatic alcohol, or ammonia or an alkylamine, respectively.
    Type: Grant
    Filed: September 12, 1991
    Date of Patent: November 24, 1992
    Assignee: DowElanco
    Inventor: Clark P. Allphin
  • Herbicidal alkoxy-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonamides
    Patent number: 5163995
    Abstract: 5-Alkoxy-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonamides are prepared from 5-alkoxy-1,2,4-triazolo[1,5-c]pyrimidine-2-sulfonyl halides by condensation with ortho-substituted N-trialkylsilylanilines and by other methods. N-(2,6-dichloro-3-methylphenyl)-8-fluoro-5-methoxy-1,2,4-triazolo[1,5-c]py rimidine-2-sulfonamide is typical. The compounds are general and selective pre- and postemergence herbicides.
    Type: Grant
    Filed: August 13, 1991
    Date of Patent: November 17, 1992
    Assignee: DowElanco
    Inventors: John C. Van Heertum, Ben C. Gerwick, III, William A. Kleschick, Timothy C. Johnson
  • Preparation of fluorohalophenols and N-acylfluorohaloanilines
    Patent number: 5164502
    Abstract: Chloro and bromophenols and N-acylanilines are fluorinated in an ortho or para position with an N-fluoropyridinium salt to obtain fluorohalophenols and N-acylfluorohaloanilines, which can be further converted to fluorophenols and N-acylfluoroanilines by reduction. Thus, o-fluorophenol is obtained by fluorination of p-bromophenol with 2-chloro-6-(trichloromethyl)pyridinium fluoroborate and reduction of the product obtained with sodium formate and a palladium catalyst. N-Fluoropyridinium salts having trichloromethyl substituents are disclosed.
    Type: Grant
    Filed: November 8, 1991
    Date of Patent: November 17, 1992
    Assignee: DowElanco
    Inventors: Alexander P. Fung, M. Moklesur Rahman, Thomas J. Dietsche
  • Derivatives of 4-((aryloxy)phenoxy)alkenols and their herbicidal uses
    Patent number: 5156667
    Abstract: Derivatives of 4-((aryloxy)phenoxy)alkenols, their preparation and use as active herbicides for the postemergent control of grassy weeds and especially the control of said weeds in the presence of corn plants are disclosed.
    Type: Grant
    Filed: April 12, 1991
    Date of Patent: October 20, 1992
    Assignee: DowElanco
    Inventors: James A. Turner, Paul S. Zorner, Wendy S. Jacks
  • Process for 4-chlorobenzotrichloride
    Patent number: 5157173
    Abstract: 4-chlorobenzotrichloride was prepared by the chlorination of p-xylene in the vapor phase at a temperature above about 200.degree. C. in the presence of an activated carbon catalyst and water. An approximately 75 percent calculated yield was obtained at 250.degree. C. using a wide-pore activated carbon catalyst.
    Type: Grant
    Filed: September 24, 1991
    Date of Patent: October 20, 1992
    Assignee: DowElanco
    Inventors: Michael A. DesJardin, Clark P. Allphin
  • Process for the preparation of 2-alkylthio-4-hydrazino-5-fluoropyrimidines
    Patent number: 5155221
    Abstract: 2-Alkylthio-4-hydrazino-5-fluoropyrimidines can be prepared from 2,4-dichloro-5-fluoropyrimidine in good yield with high selectivity by treatment with 2 equivalents of alkyl mercaptan in the presence of base followed by treatment with hydrazine.
    Type: Grant
    Filed: March 6, 1992
    Date of Patent: October 13, 1992
    Assignee: DowElanco
    Inventors: Aylin H. Gulbenkian, Timothy C. Johnson, Wilmonte A. Nasutavicus