Patents Represented by Attorney H. Robinson Ertelt
  • Patent number: 4742176
    Abstract: An improved process for the manufacture of herbicidal 2-[(2-chlorophenyl)methyl]-4,4-dimethyl-3-isoxazolidinone by cyclizing 3-chloro-N-hydroxy-2,2-dimethylpropanamide with an alkaline or alkaline earth hydroxide at a pH of 7.5 to 9.5, benzylating the resulting 4,4-dimethyl-3-isoxazolidinone, eliminating by-product 1-[(2-chlorophenyl)methoxy]-3,3-dimethyl-2-azetidinone by contacting the product mixture with anhydrous hydrogen chloride, and further benzylating free isoxazolidinone with base.
    Type: Grant
    Filed: February 14, 1986
    Date of Patent: May 3, 1988
    Assignee: FMC Corporation
    Inventors: Mariano A. Guiducci, Matthew I. Levinson
  • Patent number: 4740637
    Abstract: Disclosed and examplified is a general method for producing methylol compounds by the reaction of an organometallic compound with formaldehyde in which the formaldehyde is generated in situ from and by the use of a high molecular weight linear formaldehyde homopolymer.
    Type: Grant
    Filed: December 2, 1986
    Date of Patent: April 26, 1988
    Assignee: FMC Corporation
    Inventors: Eric G. DelMar, Charles T. Kwiatkowski
  • Patent number: 4737509
    Abstract: Compounds of the formula ##STR1## wherein Z is ##STR2## compositions containing the compounds, and their utility as dietary and foliar insecticides are disclosed and exemplified.
    Type: Grant
    Filed: December 4, 1986
    Date of Patent: April 12, 1988
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4735650
    Abstract: Pyridazinylurea N-oxide plant regulators of the formula ##STR1## and acid addition salts thereof; wherein R is alkyl, cycloalkyl or phenyl optionally substituted with halogen; R.sup.1 is hydrogen or alkyl; each X independently is halogen, alkoxy, alkylthio or alkylsulfonyl; p is 0, 1 or 2; and wherein the NHCONRR.sup.1 group is bonded to the pyridazinyl ring in the 3- or 4-position; provided that (a) when X is halogen, p is 1 or 2 and the NHCONRR.sup.1 group is in the 4-position, the halogen is in at least one of the 5- and 6-positions, and (b) when X is halogen, p is 1 or 2 and the NHCONRR.sup.1 group is in the 3-position, the halogen is in at least one of the 4- and 5-positions.
    Type: Grant
    Filed: October 10, 1985
    Date of Patent: April 5, 1988
    Assignee: FMC Corporation
    Inventor: Robert N. Henrie, II
  • Patent number: 4734124
    Abstract: Herbicidal compounds of the formula ##STR1## in which R.sup.1 is H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, alkoxyalkyl, alkoxyalkoxyalkyl, alkylsulfonyl, aralkyl, alkylthioalkyl, hydroxy or alkoxy;R.sup.2 and R.sup.3 are independently H or alkyl;X is H, Cl or F;R.sup.4 is alkyl, haloalkyl, alkenyl or alkynyl.
    Type: Grant
    Filed: April 16, 1987
    Date of Patent: March 29, 1988
    Assignee: FMC Corporation
    Inventors: Jun H. Chang, John W. Lyga
  • Patent number: 4730062
    Abstract: Tetrafluorobenzofurans of the formula ##STR1## are prepared by contacting, at elevated temperature in an aprotic solvent, an ether of the formula ##STR2## with a catalytic mixture of metallic cooper and a polydentate or other ligand, wherein R.sup.1 is hydrogen, nitro, amino, phthalimido or acetylimido, R.sup.2 is at least one of hydrogen, halo, cyano, alkyl, hydroxy, alkoxy, acyl, acyloxy, alkoxycarbonyl, alkoxycarbonylalkyl, phenyl, phenyloxy, trifluoromethyl or dialkylamino. The products are intermediates in the preparation of pyrazoline insecticides.
    Type: Grant
    Filed: April 19, 1985
    Date of Patent: March 8, 1988
    Assignee: FMC Corporation
    Inventors: David E. Seelye, Ernest L. Plummer
  • Patent number: 4728355
    Abstract: Pyridazinylurea plant regulators of the formula ##STR1## and acid addition salts thereof; wherein R is alkyl or cycloalkyl, R.sup.1 is hydrogen or alkyl, each X independently is halogen, alkoxy, alkylthi or alkylsulfonyl, and p is 0, 1 or 2.
    Type: Grant
    Filed: October 10, 1985
    Date of Patent: March 1, 1988
    Assignee: FMC Corporation
    Inventor: Robert N. Henrie, II
  • Patent number: 4709068
    Abstract: Compounds containing a dimethylsilane core and a phenoxybenzyl substituent are found to exhibit pyrethroid-like activity toward insects with low toxicity to fish.
    Type: Grant
    Filed: June 2, 1986
    Date of Patent: November 24, 1987
    Assignee: FMC Corporation
    Inventor: Scott M. Sieburth
  • Patent number: 4705557
    Abstract: Aryltriazolinones of the formula ##STR1## in which W is oxygen or sulfur, X.sup.1 and X.sup.2 are independently selected from halogen, haloalkyl, and alkyl, and R, R.sup.1 and R.sup.2 are selected from various radicals are disclosed as herbicides. Herbicidal efficacy and preparation of the compounds are described and exemplified.
    Type: Grant
    Filed: February 10, 1986
    Date of Patent: November 10, 1987
    Assignee: FMC Corporation
    Inventor: Lester L. Maravetz
  • Patent number: 4702763
    Abstract: Aryltriazolinones of the formula ##STR1## in which W is oxygen or sulfur; X.sup.1 and X.sup.2 are independently selected from halogen, haloalkyl, and alkyl; R is a three- to eight-membered ring heterocyclic group of one or two, same or different, ring heteroatoms selected from oxygen, sulfur, and nitrogen, or an alkyl radical substituted with said heterocyclic group; R.sup.1 is alkyl, haloalkyl, cyanoalkyl, alkenyl, alkynyl, or a group of the formula -alkyl-Y--R.sup.3 ; R.sup.2 is halogen, alkyl, cyanoalkyl, haloalkyl, arylalkyl, or a group of the formula -alkyl-Y--R.sup.3 ; R.sup.3 is alkyl, alkenyl, or alkynyl; and Y is oxygen or S(O).sub.r in which r is 0 to 2 are disclosed and exemplified.
    Type: Grant
    Filed: February 27, 1986
    Date of Patent: October 27, 1987
    Assignee: FMC Corporation
    Inventor: Lester L. Maravetz
  • Patent number: 4701539
    Abstract: Processes for producing a (1.alpha., 4.alpha., 5.alpha.)-6,6-dimethyl-4-halo-substituted methyl-3-oxabicyclo[3.1.0]hexan-2-one and its novel intermediates from known and inexpensive starting materials are described and exemplified.
    Type: Grant
    Filed: July 24, 1986
    Date of Patent: October 20, 1987
    Assignee: FMC Corporation
    Inventors: Kiyoshi Kondo, Toshiyuki Takashima, Minoru Suda
  • Patent number: 4697739
    Abstract: Liquid agrichemicals such as pesticides are applied to soil or crops in a continuous stream at low flow rate from microtubes without need for a mixing tank and without clogging of the microtubes during downtime, by a system mountable on a farm vehicle, the system comprising a liquid agrichemical supply tank, a water supply tank, a first conduit connecting the agrichemical supply tank to a manifold feeding the microtubes, a first pump in the conduit, water entrainment means (such as a venturi) and a second, suction pump in the conduit, a second conduit between the water supply tank and the venturi, and other conduits, valves and pressure regulators as appropriate to control the directions and rates of flow, and for recirculation or flushing. By such control, water may be entrained by the venturi for inline admixing with the agrichemical, or the venturi optionally may be bypassed for application of undiluted agrichemical.
    Type: Grant
    Filed: July 31, 1986
    Date of Patent: October 6, 1987
    Assignee: FMC Corporation
    Inventors: Alan McCracken, Frank J. Dominiani, Jr., Edward A. DeJarnette, Jr.
  • Patent number: 4692182
    Abstract: Isoxazolidinones of the following formula are herbicides: ##STR1## or an agriculturally acceptable salt thereof in which R.sub.1 and R.sub.2 are independently selected from -hydrogen and-halogen; and R.sub.
    Type: Grant
    Filed: May 19, 1986
    Date of Patent: September 8, 1987
    Assignee: FMC Corporation
    Inventor: Jun H. Chang
  • Patent number: 4681953
    Abstract: Novel syntheses of dihalovinylcyclopropanecarboxylates, including potent insecticides, are described. The processes begin with the reaction between an alkenol and an orthoester to produce a .gamma.-unsaturated carboxylate, followed by the catalyzed addition of a carbon tetrahalide to the double bond and dehydrohalogenation to produce a cyclopropane derivative.
    Type: Grant
    Filed: August 22, 1975
    Date of Patent: July 21, 1987
    Assignee: Sagami Chemical Research Center
    Inventors: Kiyoshi Kondo, Kiyohide Matsui, Akira Negishi, Yuriko Takahatake
  • Patent number: 4668792
    Abstract: Substituted [1,1'-biphenyl]-3-ylmethyl compounds carrying leaving groups are intermediates to insecticidal esters.
    Type: Grant
    Filed: December 20, 1983
    Date of Patent: May 26, 1987
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4636523
    Abstract: Insecticidal compounds of the formula ##STR1## in which A and B are both halogen or hydrogen, or one of A and B is hydrogen, and the other of A and B is halogen; Z and W are independently O or S; the substituted benzofuranyl or benzothienyl group is attached at position 5 or 6; R is halogen; m is 0 to 3; R' is F or CF.sub.3 ; methods for their preparation and formulation, insecticidal compositions, and their use to control insects are disclosed.
    Type: Grant
    Filed: January 7, 1986
    Date of Patent: January 13, 1987
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4619943
    Abstract: Novel phenylpropanoid neolignans isolated from Saururus cernuus L and synthetic or semi-synthetic analogs thereof having neuroleptic, insecticidal, or nematicidal activity are disclosed.
    Type: Grant
    Filed: September 10, 1984
    Date of Patent: October 28, 1986
    Inventor: Koppaka V. Rao
  • Patent number: 4618728
    Abstract: A method is disclosed for facilitating selective etherification of catechol with methallyl chloride in the absence of an etherification catalyst, in which there is employed a solvent system comprising an aliphatic ketone and an etherification aiding amount of water.
    Type: Grant
    Filed: February 22, 1985
    Date of Patent: October 21, 1986
    Assignee: FMC Corporation
    Inventors: Philip B. Hobson, Robert E. Keay
  • Patent number: 4617316
    Abstract: Insecticidal compounds of the formula: ##STR1## in which A is chloro and B is hydrogen or A and B are both fluoro, X is oxygen or sulfur and one of R.sup.1 and R.sup.2 is or includes an optionally substituted 5-membered heteroaryl ring, their method for preparation and formulation, insecticidal compositions thereof, and their use to control insects, are disclosed and exemplified.
    Type: Grant
    Filed: December 20, 1985
    Date of Patent: October 14, 1986
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: H327
    Abstract: A method is described for the control of nematodes in agricultural crops which comprises applying to the situs of infestation a nematicidal composition containing as active ingredient a compound of the formula ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen, lower alkyl, or halogen, X is hydrogen or halogen, n is 1 or 2, Y is hydrogen, lower alkyl, halogen, trifluoromethyl, lower alkoxy, lower alkylthio, and nitro when n is 1, and halogen when n is 2, with the proviso that at least 1 of R.sub.1, R.sub.2, and X must be halogen. Preparation of active ingredient compounds is described, and nematicidal utility of compositions is exemplified.
    Type: Grant
    Filed: November 4, 1983
    Date of Patent: September 1, 1987
    Assignee: FMC Corporation
    Inventors: Carmine P. DiSanzo, Clinton J. Peake