Abstract: 3,4-Difluorobenzotrifluoride is prepared by contacting a 3,4-dihalobenzotrifluoride with an effective amount of KF or CsF in a polar aprotic solvent at an elevated temperature under substantially anhydrous conditions. The product can be removed as it is formed or the reaction may be run at the autogenous pressures generated by the reaction mixture in a sealed reactor.
Type:
Grant
Filed:
November 28, 1988
Date of Patent:
June 26, 1990
Assignee:
The Dow Chemical Company
Inventors:
R. Garth Pews, Jack C. Little, James A. Gall
Abstract: Chlorofluorobenzenes and difluorobenzenes are prepared by contacting a dichlorobenzene with an effective amount of KF or CsF in a polar aprotic solvent at an elevated temperature under substantially anhydrous conditions. The product can be removed as it is formed or the reaction may be run at the autogenous pressures generated by the reaction mixture in a sealed reactor.
Abstract: N-(3-(((2,6-Dihalophenyl)amino)sulfonyl)-1H-1,2,4-triazol-5-yl)amines, intermediates for the preparation of herbicidal substituted 1,2,4-triazolo(1,5-a)pyrimidine-2-sulfonanilides, are directly prepared from an appropriataely substituted 4-bromoaniline and a protected 5-amino-1,2,4-triazole-3-sulfonyl chloride. The improved reaction scheme involves the individual reaction steps of (a) coupling, (b) halogenation and (c) reduction.
Abstract: Substituted triazole compounds, their preparation, compositions containing said compounds and the use of said compositions to control fungal infections in plants are disclosed.
Type:
Grant
Filed:
January 23, 1989
Date of Patent:
June 19, 1990
Assignee:
The Dow Chemical Company
Inventors:
Lowell D. Markley, Richard B. Rogers, Neil V. Kirby, John W. Liebeschuetz, Peter F. S. Street
Abstract: Substituted azole compounds especially substituted imidazole and triazole compounds, their preparation, compositions containing said compounds and the use of said compositions to control fungal infections in plants are disclosed.
Type:
Grant
Filed:
January 23, 1989
Date of Patent:
May 22, 1990
Assignee:
The Dow Chemical Company
Inventors:
Neil V. Kirby, Peter F. S. Street, Lowell D. Markley
Abstract: Aryl substituted morpholinyl silanes, their preparation, compositions containing said compounds and their use as agricultural fungicides are disclosed.
Type:
Grant
Filed:
March 13, 1989
Date of Patent:
May 22, 1990
Assignees:
Atochem North America, Inc., The Dow Chemical Company
Inventors:
Chrislyn M. Carson, Leonard G. Copping, Robert J. Ehr, Melvin H. Gitlitz, Maynard W. McNeil, Peter F. S. Street, John W. Liebeschuetz
Abstract: The optical purity of an optically active 2-(4-aryloxyphenoxy)propionic acid is enriched by formation of the hydrate of the enantiomer in excess and its removal from solution.
Abstract: Compounds of the formula ##STR1## wherein X is a halogen atom, R the same or different substituents in any desired position of the benzene ring, namely, halogen atoms, C.sub.1 -C.sub.3 -alkyl groups, trifluoromethyl groups or cyano groups and n a whole number with a value of 1, 2 or 3, are fungicidally active.
Type:
Grant
Filed:
June 27, 1988
Date of Patent:
February 20, 1990
Assignee:
The Dow Chemical Company
Inventors:
Bernd Schilling, Anneliese Reutter, Norman Haberle
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: Compounds of the class comprising (quinolinyl and quinoxalinyloxy)phenoxy) alkenols, e.g., 4-(4-((6-chloro-2-quinolinyl)oxy)phenoxy)-2-penten-1-ol; and a method of preparation, comprising reacting an appropriately substituted quinoline or quinoxaline, e.g., 2,6-dichloroquinoline, with a phenolic substituted pentenol, e.g., 4-(4-hydroxyphenoxy)-2-penten-1-ol, in the presence of a base and organic solvent under an inert atmosphere with or without heat, and then recovering the product.These compounds are useful as intermediates for preparing various known herbicidal compounds and are useful in their own right as post-emergent herbicides for controlling grassy weeds in the presence of corn plants.
Type:
Grant
Filed:
August 29, 1986
Date of Patent:
February 13, 1990
Assignee:
The Dow Chemical Company
Inventors:
James A. Turner, Paul S. Zorner, Wendy S. Jacks
Abstract: One of the routes to prepare optically active 2-(4-aryloxyphenoxy)propionic acid ester herbicide is to couple optically active 2-(4-hydrophenoxy)propionic acid esters with halogenated aromatic or heteroaromatic compounds. Conversion of the optically active 2-(4-hydroxyphenoxy)propionic acid ester into the acid salt prior to the coupling step effectively prevents the racemization that unexpectedly occurs otherwise.
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:
November 29, 1988
Date of Patent:
January 16, 1990
Assignee:
The Dow Chemical Company
Inventors:
R. Garth Pews, Lucinda A. Jackson, Chrislyn M. Carson
Abstract: The insecticidal activity of certain pyridinyl phosphorus compounds is enhanced by the admixture therewith of certain 2,4-disubstituted-5-pyrimidinyl phosphoramidothioates.
Type:
Grant
Filed:
January 12, 1989
Date of Patent:
January 9, 1990
Assignee:
The Dow Chemical Company
Inventors:
Doris L. Parconagian, Donald H. DeVries, Mark J. Costales, Walter Reifschneider
Abstract: The rate of migration of O-halopyridyl phosphate insecticides from polyethylene articles is retarded. Incorporation of a copolymer having a comonomer which is an unsaturated 3 to 5 carbon atom carboxylic acid, or a derivative thereof, decreases the rate of insecticide loss from such articles, particularly films.
Type:
Grant
Filed:
July 18, 1988
Date of Patent:
December 19, 1989
Assignee:
The Dow Chemical Company
Inventors:
Richard A. Farquharson, Edwina B. Mitchell
Abstract: A process for preparing ring-halogenated .alpha.-methylstyrenes from the corresponding .alpha.-halocumenes is disclosed. The dehydrohalogenation is accomplished using only water and optionally an organic solvent. The process eliminates the need for added base and a phase-transfer catalyst.
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: Novel substituted styrene compounds of the formula ##STR1## wherein R is halogen or --CF.sub.3 ; n is an integer from 0 to 5; and X.sub.1, X.sub.2, X.sub.3, X.sub.4 and X.sub.5 are halogen, and are useful as intermediates for preparing herbicidal 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.