Abstract: A solvent-free process for the preparation of herbicidal 2-(4-(pyridinyl-2-oxy)phenoxy)propionate esters is disclosed. The process involves the coupling of a 2-fluoropyridine and an ester of 2-(4-hydroxyphenoxy)propionic acid in the presence of an anhydrous base and in the absence of an added solvent.
Type:
Grant
Filed:
January 29, 1990
Date of Patent:
September 17, 1991
Assignee:
DowElanco
Inventors:
Jim Love, Charles B. Grant, Sterling Gatling
Abstract: 1-Chloro-3,5-difluorobenzene is chlorinated to give 4,6-difluoro-1,2,3-trichlorobenzene which in turn is nitrated and reduced to the corresponding novel aniline, 2,6-difluoro-3,4,5-trichloroaniline. Further reduction of this aniline provides 2,6-difluoroaniline with high selectivity.
Abstract: Fungicidal compositions contain as active ingredient a 4-substituted-pyrido[3,2-d]pyrimidine, -pyrido[4,3-d]pyrimidine, -pyrido[3,4-d]pyrimidine, pyrido[2,3-d]pyrimidine, -pteridine, -pyrimido[4,5-d]pyrimidine, -pyrimido[4,5-c]pyridazine, -pyrimido[5,4-d]pyrimidine, -pyrimido[5,4-c]pyridazine, pyrimido[4,5-d]pyridazine, or -pyrimido[5,4-e]-1,2,4-triazine, for example 4-[2-(4-chlorophenyl)ethoxy]pyrido[2,3-d]pyrimidine.
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:
June 16, 1989
Date of Patent:
July 23, 1991
Assignee:
DowElanco
Inventors:
James A. Turner, Paul S. Zorner, Wendy S. Jacks
Abstract: A volume controllable applicator is disclosed in the form of a self-contained spot gun for the application of pesticides and the like. The applicator includes an elongate applicator tube where terminates forwardly in a spray nozzle and rearwardly in a connection to a piston within a cylinder. A housing overfits a rearward portion of the applicator tube and the applicator tube is reciprocal relative to the housing by employing a pivotal, operating handle. An adjustable stop is affixed to the applicator tube forwardly of the housing to precisely limit and control the length of movement of the applicator tube relative to the housing in a manner to precisely control the volume of the effluent as it is pumped by the piston. A first one-way valve is connected to the cylinder inlet to admit the liquid chemical into the cylinder upon movement of the operating handle toward its suction position.
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.
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:
May 7, 1991
Assignee:
DowElanco
Inventors:
Lowell D. Markley, Christopher T. Hamilton, Beth A. Swisher, Jacob Secor
Abstract: A method for preparing substituted phenoxyphenols which are useful in the preparation of herbicidal (phenoxyphenoxy)propionates is disclosed. The process involves the oxidation of substituted phenoxyphenones to the corresponding phenoxyphenyl esters and their conversion to the desired phenoxyphenol. Novel intermediates for the process are similarly disclosed.
Type:
Grant
Filed:
February 21, 1989
Date of Patent:
April 30, 1991
Assignee:
DowElanco
Inventors:
Jon A. Orvik, Norman R. Pearson, Anthony P. Haag, Timothy J. Adaway, Larry D. Kershner, Andrew S. Kende
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: 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: 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: Fluoropyridine compounds having a fluoro substituent in at least one of the 2-, 4-, and 6-positions are prepared by treatment of an appropriate 2-, 4-, or 6-chloropyridine compound with excess hydrogen fluoride in a dipolar, aprotic solvent at an elevated temperature and super-atmospheric pressure. Thus, 3,5-dichloro-2,4,6-trifluoropyridine is prepared by heating a mixture of pentachloropyridine, N-methyl-2-pyrrolidinone, and hydrogen fluoride at about 220.degree. C. and about 900 kiloPascals of pressure.
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: Finely divided potassium chloride is removed from mixtures with polar, aprotic solvents, such as N-methyl-2-pyrrolidinone, by combining the mixture with sufficient water to dissolve a significant portion, but not all of the potassium chloride present, removing the added water by distillation, and subsequently separating the larger crystals of the salt that form by filtration or centrifugation. The amount of water employed is in the same general range as the amount of polar, aprotic solvent present.
Type:
Grant
Filed:
February 9, 1990
Date of Patent:
February 19, 1991
Assignee:
DowElanco
Inventors:
Karl L. Krumel, Charles A. Wilson, Thad S. Hormel
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