Abstract: Sulfonamides derived from substituted 2-amino-1,2,4-triazolo[1,5-a]pyrimidines are prepared by reacting a desired sulfonamide with dimethyl N-cyanodithioiminocarbonate in the presence of a base followed by reaction with an excess of hydrazine and then a 1,3-dicarbonyl compound.The resulting products have a variety of herbicidal uses.
Type:
Grant
Filed:
August 8, 1986
Date of Patent:
September 20, 1988
Assignee:
The Dow Chemical Company
Inventors:
William A. Kleschick, Anna P. Vinogradoff, Joseph E. Dunbar
Abstract: Certain novel fluorophenoxy compounds, principally aryloxyfluorophenoxyalkanoic acids and derivatives thereof, are described. More specifically, these novel compounds bear 1 to 4 fluorine substituents on the phenyl ring. These novel compounds exhibit surprising preemergent and postemergent activity when used according to the method of the invention in the control of grassy weeds.
Abstract: Novel compounds, e.g., 5,7-dimethyl-N-(2,6-dichlorolphenyl)-1,2,4-triazolo[1,5-a]pyrimidine-2-sul fonamide and their compositions and use in the control of weeds and in the suppression of nitrificatin of ammonium nitrogen in soil. Other novel compounds and their compositions and use in the inhibition of bolting in sugar beets. Other novel compounds and their compositions and use as plant gametocides.
Type:
Grant
Filed:
November 21, 1986
Date of Patent:
May 3, 1988
Assignee:
The Dow Chemical Company
Inventors:
William A. Kleschick, Ben C. Gerwick, III, Robert J. Ehr, William T. Monte, Norman R. Pearson, Richard W. Meikle, Mark J. Costales
Abstract: Novel compounds, e.g., 5,7-dimethyl-N-(2,6-dichlorolphenyl)-1,2,4-triazolo[1,5-a]pyrimidine-2-sul fonamide and their compositions and use in the control of weeds and in the suppression of nitrification of ammonium nitrogen in soil. Other novel compounds and their compositions and use in the inhibition of bolting in sugar beets. Other novel compounds and their compositions and use as plant gametocides.
Type:
Grant
Filed:
November 17, 1986
Date of Patent:
April 26, 1988
Assignee:
The Dow Chemical Company
Inventors:
William A. Kleschick, Robert J. Ehr, Ben C. Gerwick, III, William T. Monte, Norman R. Pearson, Mark J. Costales, Richard W. Meikle
Abstract: N-aryl-5,6,7-substituted-1,2,4,-triazolo-[1,5-a]pyrimidine-2-sulfonamides undergo oxidative ring cleavage to afford herbicidal substituted N-aryl-5-amino-1,2,4-triazole-3-sulfonamides. These triazolesulfonamides can undergo cyclizations with 1,3-dicarbonyls to form novel herbicidal substituted N-aryl-5,6,7-substituted-1,2,4-triazolo-[1,5-a]pyrimidine-2-sulfonamides.
Abstract: The selective chlorination of 2-chloro-5-(trichloromethyl)pyridine in the 3-position is achieved by reacting 2-chloro-5-(trichloromethyl)pyridine in the liquid phase with an effective amount of Cl.sub.2 at an elevated pressure and elevated temperature in the absence of an added catalyst.
Type:
Grant
Filed:
March 27, 1986
Date of Patent:
October 20, 1987
Assignee:
The Dow Chemical Company
Inventors:
Paula L. Humphreys, Thomas J. Dietsche, James L. Bixby
Abstract: Novel compounds, e.g., N-(5,7-dimethyl-1,2,4-triazolo[1,5-a]-1,3,5-triazin-2-yl)-(2-chlorobenzene sulfonamide) and their compositions and use in the control of weeds.
Type:
Grant
Filed:
May 6, 1986
Date of Patent:
August 11, 1987
Assignee:
The Dow Chemical Company
Inventors:
Norman R. Pearson, William A. Kleschick
Abstract: An improved method of preparing aryloxyphenoxy propanoic acid esters is disclosed. Low-water levels and low temperatures increase the yield and decrease by-product formation. A hindered non-nucleophilic phenol, which is converted in situ to the phenate form, is added to the reaction mixture to drive the reaction to 99+% conversion.
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.
Abstract: Sulfonamides derived from substituted 2-amino-1,2,4-triazolo[1,5-a]pyrimidines are prepared by reacting a desired sulfonamide with dimethyl N-cyanodithioiminocarbonate in the presence of a base followed by reaction with an excess of hydrazine and then a 1,3-dicarbonyl compound.The resulting products have a variety of herbicidal uses.
Type:
Grant
Filed:
December 23, 1985
Date of Patent:
March 17, 1987
Assignee:
The Dow Chemical Company
Inventors:
William A. Kleschick, Anna P. Vinogradoff, Joseph E. Dunbar
Abstract: (Trichloromethyl)pyridine compounds are reacted in the liquid phase with HF in the presence of a metal halide catalyst at superatmospheric pressures to form (trifluoromethyl)pyridine compounds in a high yield.
Abstract: Sulfonamides derived from substituted 2-amino-1,2,4-triazolo[1,5-a]pyrimidines are prepared by reacting a desired sulfonamide with dimethyl N-cyanodithioiminocarbonate in the presence of a base followed by reaction with an excess of hydrazine and then a 1,3-dicarbonyl compound.The resulting products have a variety of herbicidal uses.
Type:
Grant
Filed:
December 23, 1985
Date of Patent:
January 20, 1987
Assignee:
The Dow Chemical Company
Inventors:
William A. Kleschick, Anna P. Vinogradoff, Joseph E. Dunbar
Abstract: Preparation of 2,3-dichloro-5-trichloromethylpyridine in high yields and purity by chlorinating 2-chloro-5-trichloromethylpyridine at 70.degree. to 250.degree. C. with chlorine in the presence of a catalyst containing one or more molybdenum, tungsten or ruthenium compounds.
Type:
Grant
Filed:
March 13, 1985
Date of Patent:
January 13, 1987
Assignee:
The Dow Chemical Company
Inventors:
John A. Werner, Charles A. Wilson, Craig E. Mixan
Abstract: Novel 2,3-difluoro-5-(trifluoromethyl)pyridine is prepared by fluorinating 3-chloro-2-fluoro-5-(trifluoromethyl)pyridine under favorable conditions. The compound is useful as a chemical intermediate in the preparation of herbicides.
Abstract: Novel compounds, e.g., 5,7-dimethyl-N-(2,6-dichlorophenyl)-1,2,4-triazolo[1,5a]-1,3,5-triazine-2- sulfonamide and their compositions and use in the control of weeds and in the suppression of nitrification of ammonium nitrogen in soil.
Type:
Grant
Filed:
May 30, 1985
Date of Patent:
August 12, 1986
Assignee:
The Dow Chemical Company
Inventors:
Norman R. Pearson, William A. Kleschick
Abstract: A derivative of a biologically active substituted tin compound with a lipophilic strong acid containing sulphur or phosphorus, or a salt thereof. These derivatives are readily soluble in organic liquids and are thus readily formulated as emulsifiable concentrates.
Abstract: A method of exchanging a chlorine atom for a fluorine atom at the 2-position of a 2-fluoropyridine compound which comprises contacting a 2-fluoropyridine compound with a substituted or unsubstituted trichloromethyl or dichlorofluoromethyl alpha, beta or gamma picoline compound at a temperature of 50.degree.-250.degree. C. and a pressure of atmospheric to about 100 psig.
Type:
Grant
Filed:
November 26, 1984
Date of Patent:
January 28, 1986
Assignee:
The Dow Chemical Company
Inventors:
Janice E. Gatlin, Mark A. Van Dort, Charles A. Wilson, Alexander P. Fung
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.
Abstract: Substituted pyridyl compounds, e.g. 2,6-dichloro-4(2-(2,2,2-trichloroethyl)oxiranyl) pyridine; herbicidal compositions containing such compounds and method for the control of undesired vegetation using these compositions.
Abstract: A glazier's punch having an inverted T-shape and a generally flat slightly longitudinally concave face, the punch being adapted for easy holding and for good contact with thin fasteners such as a glazier's point or small brad.