Patents Represented by Attorney Joel G. Ackerman
  • Patent number: 5852215
    Abstract: Aromatic azomethines are produced by continuous reaction of an aniline with a formaldehyde source, with continuous evaporation to remove residual water of reaction. The azomethine product may be further reacted, either continuously or in batch process, with a haloacetylating agent, and, additionally, with an aliphatic alcohol.
    Type: Grant
    Filed: September 19, 1996
    Date of Patent: December 22, 1998
    Assignee: Zeneca Limited
    Inventors: Kambiz Javdani, Louie A. Nady, Ping H. Sih, Gilbert Rodriguez
  • Patent number: 5852222
    Abstract: The present invention provides the novel chlorofluorohydrocarbon 1,1-difluoro-1,4-dichlorobutane, and a process for its preparation by reacting 1,1,1,4-tetrachlorobutane with hydrogen fluoride in the liquid phase. The product has useful solvent properties and is also useful in synthetic chemistry for the introduction of fluorocarbon functionality.
    Type: Grant
    Filed: September 3, 1996
    Date of Patent: December 22, 1998
    Assignee: Zeneca Limited
    Inventors: Alfred Glyn Williams, Martin Charles Bowden, Stephen Martin Brown
  • Patent number: 5846554
    Abstract: Microcapsules containing a biologically active material which is sensitive to ultraviolet light are prepared which contain an ultraviolet light protectant selected from titanium dioxide, zinc oxide and mixtures thereof, suspended and thoroughly dispersed in a liquid.
    Type: Grant
    Filed: April 27, 1995
    Date of Patent: December 8, 1998
    Assignee: Zeneca Limited
    Inventors: Herbert B. Scher, Jin Ling Chen
  • Patent number: 5792888
    Abstract: Phosgenation of carboxylic acids to the corresponding carboxylic acid chlorides in conducted in the presence of a solvent comprising acetonitrile.
    Type: Grant
    Filed: December 22, 1995
    Date of Patent: August 11, 1998
    Assignee: Zeneca Limited
    Inventor: N. Subramanian
  • Patent number: 5760269
    Abstract: The invention provides the novel compound 4,4,4-trichlorobutyl methanesufonate, useful as an intermediate in the production of certain agricultural pesticides, and a process for its manufacture.
    Type: Grant
    Filed: December 6, 1996
    Date of Patent: June 2, 1998
    Assignee: Zeneca Limited
    Inventors: Martin Charles Bowden, Trevor Robert Perrior
  • Patent number: 5756835
    Abstract: The invention provides novel compounds of formula:CF.sub.3 --CXCl--CH(OH)CH.sub.2 --C(CH.sub.3).sub.2 --CH.sub.2 --CO.sub.2 R(I)where X represents chloro or bromo and R represents hydrogen or alkyl of up to 4 carbon atoms, processes for preparing them and their use as intermediates in the preparation of insecticidal cyclopropane derivatives. Also provided are novel compounds of formula:BrCH.sub.2 --CH.sub.2 --C(CH.sub.3).sub.2 --CH.sub.2 --CO.sub.2 R(IV)wherein R represents alkyl of up to 4 carbon atoms, useful as intermediates in the preparation of the compounds of formula I.
    Type: Grant
    Filed: September 22, 1997
    Date of Patent: May 26, 1998
    Assignee: Zeneca Limited
    Inventor: Martin Charles Bowden
  • Patent number: 5750769
    Abstract: The invention provides novel compounds of formula:CF.sub.3 --CXCl--CH(OH)CH.sub.2 --C(CH.sub.3).sub.2 --CH.sub.2 --CO.sub.2 R(I)where X represents chloro or bromo and R represents hydrogen or alkyl of up to 4 carbon atoms, processes for preparing them and their use as intermediates in the preparation of insecticidal cyclopropane derivatives. Also provided are novel compounds of formula:BrCH.sub.2 --CH.sub.2 --C(CH.sub.3).sub.2 --CH.sub.2 --CO.sub.2 R(IV)wherein R represents alkyl of up to 4 carbon atoms, useful as intermediates in the preparation of the compounds of formula I.
    Type: Grant
    Filed: November 8, 1995
    Date of Patent: May 12, 1998
    Assignee: Zeneca Limited
    Inventor: Martin Charles Bowden
  • Patent number: 5750773
    Abstract: A process for the preparation of 4,4,4-trichlorobutyl acetate comprising reacting allyl acetate with chloroform in the presence of a radical initiator, characterized by the incremental addition of the allyl acetate to the chloroform.
    Type: Grant
    Filed: July 11, 1996
    Date of Patent: May 12, 1998
    Assignee: Zeneca Limited
    Inventor: Martin Charles Bowden
  • Patent number: 5731475
    Abstract: There is disclosed a process for the preparation of a lower alkyl ester of 3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylic acid which comprises the steps of(a) reacting a compound of formula:CF.sub.3 --CXCl--CH(OH)--CH.dbd.C(CH.sub.3).sub.2 (I)wherein X is chloro or bromo, with a tri-lower-alkyl orthoacetate containing up to four carbon atoms in each alkyl groups in the presence of at least a catalytic amount of an acid catalyst at an elevated temperature for a sufficient time to obtain a compound of formula:CF.sub.3 --CXCl--CH.dbd.CH--C(CH.sub.3).sub.2 --CH.sub.2 CO.sub.2 R (III)wherein R is an alkyl group containing up to four carbon atoms, and(b) treating said compound of formula (III) with at least one molar equivalent of a base to obtain said alkyl ester of 3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylic acid. The products are useful as intermediates for insecticides.
    Type: Grant
    Filed: April 4, 1997
    Date of Patent: March 24, 1998
    Assignee: Zeneca Limited
    Inventors: Martin Charles Bowden, Michael Drysdale Turnbull
  • Patent number: 5723649
    Abstract: The invention provides an improved process for the preparation of a lower alkyl ester of 3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylic acid in which the corresponding lower alkyl ester of a carboxylic acid selected from 6-bromo-6-chloro-3,3-dimethyl-7,7,7-trifluorohept-2-enoic acid and 6,6-dichloro-3,3-dimethyl-7,7,7-trifluorohept-2-enoic acid is treated with an alkali metal lower alkoxylate in the presence of an aromatic hydrocarbon solvent under conditions under which the lower alcohol of the alkoxylate is removed from the reaction mixture by distillation with the aromatic solvent. The products are useful as intermediates in the manufacture of pyrethroid insecticides.
    Type: Grant
    Filed: January 31, 1997
    Date of Patent: March 3, 1998
    Assignee: Zeneca Limited
    Inventors: Martin Charles Bowden, Stephen Martin Brown
  • Patent number: 5720951
    Abstract: A rodenticidal bait in the form of agglomerated granules comprising: a cereal base comprising a ground cereal; a rodenticide; and a water-soluble film-forming binder.
    Type: Grant
    Filed: January 14, 1997
    Date of Patent: February 24, 1998
    Assignee: Zeneca Limited
    Inventor: Simon Dominic Baker
  • Patent number: 5716630
    Abstract: Noneffervescent pesticidal tablets containing from about 0.1 to about 30 weight percent of a pesticide, from about 0.5 to about 50 weight percent microcrystalline cellulose, from about 5 to about 50 weight percent urea, and from about 0.1 to about 10 weight percent of one or more organic carboxylic acids. The tablets may be packaged in water-soluble film.
    Type: Grant
    Filed: June 21, 1996
    Date of Patent: February 10, 1998
    Assignee: Zeneca Limited
    Inventors: Kang-Chi Lin, Derek A. Stonich, Ralph L. Barnett
  • Patent number: 5705516
    Abstract: A compound having the formula R--S(O).sub.n CH.sub.2 CH.sub.2 CH.dbd.CF.sub.
    Type: Grant
    Filed: March 8, 1995
    Date of Patent: January 6, 1998
    Assignee: Zeneca Limited
    Inventors: Michael Drysdale Turnbull, Alison Mary Smith, Roger Salmon
  • Patent number: 5691274
    Abstract: This invention embodies compositions comprising herbicidally effective compounds corresponding to the formula ##STR1## in which R.sub.1 and R.sub.2 are independently methyl or ethyl,X is H, methyl, chlorine, bromine, fluorine;Y is chlorine, bromine, fluorine; andn is 0, 1 or 2and a non-phytotoxic antidotally effective amount of an antidote therefor selected from the group of amides of haloalkanoic acids, including oxazolidines and thiazolidines, aromatic oxime derivatives, thiazole carboxylic acids and derivatives, substituted phenylpyrimidines, 2-(dichloroacetyl)-2-methyl-1,3-dioxolane and 2-(dichloromethyl)-2-thiazoline.
    Type: Grant
    Filed: April 26, 1996
    Date of Patent: November 25, 1997
    Assignee: Zeneca Limited
    Inventor: Michael P. Ensminger
  • Patent number: 5681795
    Abstract: Compounds having the formula ##STR1## possessing herbicidal activity.
    Type: Grant
    Filed: October 3, 1995
    Date of Patent: October 28, 1997
    Assignee: Zeneca Limited
    Inventor: Tsze H. Tsang
  • Patent number: 5679843
    Abstract: A process whereby N-phosphonomethylglycine (glyphosate) or its salts is manufactured by:1) forming N-phosphonomethylglycinonitrile by reacting aminomethylphosphonic acid, an alkali metal cyanide and formaldehyde in aqueous solution at a pH in the range from 10 to 13 (and preferably from 11 to 11.
    Type: Grant
    Filed: November 13, 1995
    Date of Patent: October 21, 1997
    Assignee: Zeneca Limited
    Inventors: Ian Hodgkinson, John Heathcote Atherton
  • Patent number: 5670697
    Abstract: There is disclosed a process for the preparation of a lower alkyl ester of 3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylic acid which comprises the steps of(a) reacting a compound of formula:CF.sub.3 --CXCl--CH(OH)--CH.dbd.C(CH.sub.3).sub.2 (I)wherein X is chloro or bromo, with a tri-lower-alkyl orthoacetate containing up to four carbon atoms in each alkyl groups in the presence of at least a catalytic amount of an acid catalyst at an elevated temperature for a sufficient time to obtain a compound of formula:CF.sub.3 --CXCl--CH.dbd.CH--C(CH.sub.3).sub.2 --CH.sub.2 CO.sub.2 R(III)wherein R is an alkyl group containing up to four carbon atoms, and(b) treating said compound of formula (III) with at least one molar equivalent of a base to obtain said alkyl ester of 3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylic acid. The products are useful as intermediates for insecticides.
    Type: Grant
    Filed: May 26, 1995
    Date of Patent: September 23, 1997
    Assignee: Zeneca Limited
    Inventors: Martin Charles Bowden, Michael Drysdale Turnbull
  • Patent number: 5639710
    Abstract: Microspheres containing an agriculturally active material are produced by mixing a liquid phase containing the agriculturally active material and optionally an emulsifying agent and an aqueous phase containing polyvinyl alcohol and adding a material selected from clays, silicas, starch, and starch derivatives, followed by spray drying.
    Type: Grant
    Filed: July 6, 1994
    Date of Patent: June 17, 1997
    Assignee: Zeneca Limited
    Inventors: Ray Jia Lo, Ernesto Noe Villafranca
  • Patent number: 5639465
    Abstract: This invention comprises a granular pesticidal composition having improved attrition resistance comprising from about 10 to about 20% by weight of a pesticide, a glycol or polyvinyl alcohol, the remainder comprising montmorillonite or kaolin clay granules.
    Type: Grant
    Filed: August 24, 1995
    Date of Patent: June 17, 1997
    Assignee: Zeneca Limited
    Inventors: Candice W. Huang, Kang-Chi Lin
  • Patent number: 5606093
    Abstract: A process for the manufacture of an acid salt of an alkyl ester of N-phosphonomethylglycinonitrile is described which comprises reacting methyleneaminoacetonitrile trimer with a trialkylphosphite. The process is carried out under anhydrous conditions and in the presence of an anhydrous acid and an inert solvent in which methyleneaminoacetonitrile trimer is at least partially soluble and the acid salt of the alkyl ester of N-phosphonomethylglycinonitrile product is substantially insoluble. This is followed by recovering the precipitated acid salt of the alkyl ester of N-phosphonomethylglycinonitrile.
    Type: Grant
    Filed: October 5, 1995
    Date of Patent: February 25, 1997
    Assignee: Zeneca Limited
    Inventor: Ian Hodgkinson