Abstract: 5-Amino-3-chlorosulfonyl-1,2,4-triazole is prepared by the chlor-oxidation of 5-amino-3-mercapto-1,2,4-triazole. The process is characterized by the preformation of disulfide from the mercaptan prior to treatment with chlorine. The 5-amino-3-chlorosulfonyl-1,2,4-triazole reaction mixture can be directly reacted with substituted anilines to prepare N-(3-(((aryl)amino)sulfonyl)-1H-1,2,4-triazol-5-yl)amines which are useful intermediates for the manufacture of herbicides.
Abstract: 5,7-Dihydroxy-N-(aryl)-1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonamides are prepared by the cyclization of N-(3-(((aryl)amino)sulfonyl)-1H-1,2,4-triazol-5-yl)amines with malonyl halides under acidic conditions. With the addition of a phosphorus oxyhalide, malonic acid can be used in place of the malonyl halides and the 5,7-dihydroxy-1,2,4-triazolo[1,5-a]pyrimidine can be directly converted to the corresponding 5,7-dihalo derivative.
Abstract: The present disclosure is directed to substituted cyclohexanedione compounds, the preparation of said compounds, compositions containing said compounds and the use of said compositions in the selective pre- and postemergent kill and control of grassy weeds in the presence of various crop plants.
Type:
Grant
Filed:
March 30, 1990
Date of Patent:
April 9, 1991
Assignee:
DowElanco
Inventors:
Lowell D. Markley, Christopher T. Hamilton, Beth A. Swisher, Jacob Secor
Abstract: 2-Alkylpyrimidines are prepared from 1,3-diaminopropane and an appropriate alkanecarboxylic acid in a continuous vapor phase process without isolating any of the reaction intermediates. Improvements in each reaction step, namely, the amidation, the cyclization/dehydration and the dehydrogenation, contribute to the overall success of the continuous vapor phase process.
Abstract: The preparation of 3,5,6-trichloropyridin-2-ol from trichloroacetyl chloride and acrylonitrile is improved by separately conducting the individual addition, cyclization and aromatization steps. By separating the steps, water and HCl, by-products of the latter steps, can be precluded from interfering with the earlier steps. The individual process steps have also been improved.
Abstract: 5-Methyl-N-(aryl)-1,2,4-triazolo[1,5-a]-pyrimidine-2-sulfonamides are prepared by the cyclization of N -(3-(((aryl)amino)sulfonyl)-1H-1,2,4-triazol-5-yl)amines with 4-methoxy-3-butene-2-one or its synthetic equivalents in the presence of an aqueous base. By controlling the pH of the condensation between 8.5 and 10.5, by-product formation can be substantially reduced.
Type:
Grant
Filed:
November 6, 1989
Date of Patent:
January 29, 1991
Assignee:
Dow Elanco
Inventors:
Kay K. Kim, Richard C. Krauss, Jon A. Orvik
Abstract: A spray nozzle which comprises a generally solid body having substantially parallel opposed faces and a circumferential edge, at least a portion of the circumferential edge describing an arcuate face;a major-sized borehole extending normally into the circumferential edge from a direction opposite the arcuate face and substantially transversely through the solid body;a plurality of angularly arrayed minor-sized boreholes intersecting the major-sized borehole and extending through the arcuate-faced edge of the solid body, the minor-sized boreholes each having an axis intersecting substantially perpendicular to a borehole face of the major-size borehole closest to the arcuate-faced edge;a spray outlet tube mounted in each of the minor-sized boreholes; andmeans for coupling the major-sized borehole to a source of liquid pest control composition under operable pressure for spraying.
Type:
Grant
Filed:
January 17, 1989
Date of Patent:
January 15, 1991
Assignee:
The Dow Chemical Company
Inventors:
James D. Chaddock, deceased, Perry Chaddock, executor
Abstract: The present disclosure is directed to substituted cyclohexanedione compounds, the preparation of said compounds, compositions containing said compounds and the use of said compositions in the selective pre- and postemergent kill and control of grassy weeds in the presence of various crop plants.
Type:
Grant
Filed:
March 30, 1990
Date of Patent:
January 8, 1991
Assignee:
DowElanco
Inventors:
Lowell D. Markley, Christopher T. Hamilton, Beth A. Swisher, Jacob Secor
Abstract: Novel 2-(4-(2'-fluoro-4'-cyanophenoxy)-phenoxy)alkanoic acids and agriculturally acceptable derivatives thereof are selective postemergent herbicides for the control of grassy weeds in valuable crops. The novel herbicides are surprisingly selective, i.e., exhibit little or no phytotoxic effects, to wheat, barley and especially rice at concentrations that control undesired weed grasses.
Type:
Grant
Filed:
December 8, 1989
Date of Patent:
December 25, 1990
Assignee:
The Dow Chemical Company
Inventors:
R. Garth Pews, Lucinda A. Jackson, Chrislyn M. Carson
Abstract: The invention concerns fungicidal compounds of the formula ##STR1## wherein R signifies a chlorine, bromine or iodine atom, n 0, 1, 2 or 3 and X, X', Y and Z have the meanings given in the description.
Abstract: 4-((Aryloxy)phenoxy)alkenols, their preparation and use as active herbicides for the postemergent control of grassy weeds. The compounds also are useful as intermediates for the preparation of herbicidal derivatives, which compounds are especially useful for the control of grassy weeds in the presence of corn plants.
Type:
Grant
Filed:
November 13, 1989
Date of Patent:
December 11, 1990
Assignee:
The Dow Chemical Company
Inventors:
James A. Turner, Wendy S. Jacks, Paul S. Zorner
Abstract: The present invention is directed to the use of paratrifluoromethyl substituted aniline compounds, the optically active isomers of said compounds and compositions containing said compounds, in the selective kill and control of grassy weeds in the presence of corn plants.
Abstract: Alditol ester derivatives of triclopyr are prepared and used as postemergent herbicides in cereal grain crop areas to kill and control various weeds.
Abstract: Alditol ester derivatives of triclopyr are prepared and used as postemergent herbicides in cereal grain crop areas to kill and control various weeds.
Abstract: Alditol ester derivatives of triclopyr are prepared and used as postemergent herbicides in cereal grain crop areas to kill and control various weeds.
Abstract: 5-Alkyl-1-(2-pyridinyl)-1H-1,2,4-triazol-3-ols are prepared in good yield by reacting an appropriate 1-acyl-1-(2-pyridinyl)-semicarbazide with a base in the presence of a non-nucleophilic solvent. The compounds so prepared are intermediates used in the preparation of insecticides. The starting semicarbazide materials are novel compounds.
Abstract: Certain novel pyridinyloxyphenoxy alkanoic acids, pyridinylthiophenoxy alkanoic acids, derivatives thereof and related compounds are described. More specifically, these novel compounds bear a fluorine substituent in the 3-position of the pyridinyl group and in the 5-position the substituent is selected from chlorine, CF.sub.3, CF.sub.2 Cl or CF.sub.2 H. These novel compounds exhibit surprising preemergent and postemergent activity in the control of grassy weeds.