Patents Represented by Attorney H. Robinson Ertelt
  • Patent number: 4906286
    Abstract: Herbicidal utility for 2-aryl-1,2,4-triazine-3,5(2H,4H)-diones and sulfur analogs is disclosed and exemplified. Many of the disclosed compounds are novel. Methods for preparing the herbicidal compounds and intermediates therefor are also disclosed.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: March 6, 1990
    Assignee: FMC Corporation
    Inventor: John W. Lyga
  • Patent number: 4906287
    Abstract: Herbicidal 2-aryl-1,2,4-triazine-3,5(2H,4H)-diones, the corresponding 2-aryldihydro-1,2,4-triazine-3,5-diones and sulfur analogs of said diones.
    Type: Grant
    Filed: March 5, 1987
    Date of Patent: March 6, 1990
    Assignee: FMC Corporation
    Inventors: John W. Lyga, George Theodoridis, Lester L. Maravetz
  • Patent number: 4902338
    Abstract: The present invention application discloses herbicidal phosphorylaminophenylhydantoins, compositions of them, methods of preparing them, and methods for controlling undesired plant growth by preemergence or postemergence application of the herbicidal compositions to the locus where control is desired. The herbicidal compounds are compounds of the formula ##STR1## in which X and Y are independently, F, Cl, or Br; R is lower alkyl or lower haloalkyl; R.sup.1 is selected from lower alkyl, lower haloalkyl, cycloalkyl of 3 to 7 ring carbon atoms, lower alkenyl, lower haloalkenyl, lower alkynyl, lower haloalkynyl, and benzyl which is unsubstituted or substituted on the phenyl ring with one or more substituents selected from halogen, lower alkyl, lower alkoxy, lower alkoxycarbonyl, cyano, and nitro; R.sup.2 is independently selected from among --OR.sup.1 or is hydroxy, amino, lower alkylamino, or lower dialkylamino; or a base addition salt of the compound as defined above in which R.sup.2 is hydroxy.
    Type: Grant
    Filed: March 17, 1989
    Date of Patent: February 20, 1990
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4898606
    Abstract: The present application discloses herbicidal phosphorylaminophenyltriazolinones, compositions of them, methods of preparing them, and methods for controlling undesired plant growth by preemergence or postemergence application of the herbicidal compositions to the locus where control is desired. The herbicidal compounds are compounds of the formula ##STR1## in which X and Y are independently F, Cl, or Br; R is lower alkyl or lower haloalkyl; R.sup.1 is selected from lower alkyl, lower haloalkyl, cycloalkyl or 3 to 7 ring carbon atoms, lower alkenyl, lower haloalkenyl, lower alkynyl, lower haloalkynyl, and benzyl which is unsubstituted or substituted on the phenyl ring with one or more substituents selected from halogen, lower alkyl, lower alkoxy, lower alkoxycarbonyl, cyano, and nitro; R.sup.2 is independently selected from among --OR.sup.1 or is hydroxy, amino, lower alkylamino, or lower dialkylamino; R.sup.
    Type: Grant
    Filed: March 7, 1989
    Date of Patent: February 6, 1990
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4895871
    Abstract: Benzoheterocyclyl ketone hydrazones of the formula ##STR1## in which Y is methylene, difluoromethylene or oxygen and n is 0 or 1, compositions thereof and their use as insecticides are disclosed and exemplified.
    Type: Grant
    Filed: July 28, 1988
    Date of Patent: January 23, 1990
    Assignee: FMC Corporation
    Inventors: Kathryn A. Lutomski, Angelina J. Duggan, John F. Engel
  • Patent number: 4894084
    Abstract: Quinolinone compounds of the formula ##STR1## in which R.sup.3 is H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, alkoxyalkyl, alkoxyalkoxyalkyl, cycloalkyl, alkylthioalkyl, aralkyl, cyanoalkyl, alkoxycarbonylalkyl, hydroxy, or alkoxy; X is H, halogen, alkyl, or haloalkyl; Y is H, halogen, alkyl, haloalkyl, alkoxycarbonyl, cyano, or nitro; Z is H, halogen, alkyl, haloalkyl, alkoxy, alkenyl, alkynyl, haloalkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkoxycarbonyl, cyano, or nitro; R.sup.1 is alkyl, alkenyl, alkynyl, haloalkyl, alkoxyalkyl, or haloalkoxyalkyl; and R.sup.2 is alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, or halogen; and the corresponding 3,4-dihydroquinolinone compounds as herbicides.
    Type: Grant
    Filed: December 29, 1987
    Date of Patent: January 16, 1990
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4889867
    Abstract: Pesticidal 5-ethynyl substituted thizoles, compositions thereof and use thereof as insecticides and miticides are disclosed and exemplified.
    Type: Grant
    Filed: November 15, 1988
    Date of Patent: December 26, 1989
    Assignee: FMC Corporation
    Inventors: Kathryn A. Lutomski, David M. Roush, Richard B. Phillips
  • Patent number: 4885025
    Abstract: Disclosed are herbicidal aryltetrazolinones in which the aryl moiety is a substituted-phenyl radical having at the 5-position of the phenyl ring a group of the formula ##STR1## wherein Z is O, S, NH, or alkylamino; R.sup.1 is H, alkyl, halogen, haloalkyl, NO.sub.2, NH.sub.2, CN, lower alkoxy or lower alkylthio; and Q.sup.3 is a group of the formula --[O--CH(R.sup.4a)CO].sub.m --OCH(R.sup.4)Q.sup.2 in which Q.sup.2 is --(C(O)R.sup.3 or --CN; R.sup.4 and R.sup.4a are each independently H, CH.sub.3 or C.sub.2 H.sub.5 ; R.sup.3 is OH, alkoxy, alkylthio, lower alkenyloxy or alkynyloxy, amino, arylamino, alkylamino, alkenylamino, alkynylamino, alkoxyamino or alkyl-, haloalkyl- or arylsulfonylamino of the formula -NHSO.sub.2 R.sup.5 or --N(SO.sub.2 R.sup.5)SO.sub.2 R.sup.6, or an --O--N.dbd.R.sup.8 radical where R.sup.8 is alkylidene; R.sup.5 and R.sup.6 are each independently alkyl, haloalkyl or aryl; and "m" is zero or one.
    Type: Grant
    Filed: December 23, 1986
    Date of Patent: December 5, 1989
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4883789
    Abstract: Compounds of the formula ##STR1## in which Ar is substituted or unsubstituted phenyl, pyridinyl, furanyl, naphthyl, thienyl, or thiazolyl; R is a (C.sub.1-4) alkyl; W is oxygen or methylene; and Ph is substituted or unsubstituted phenoxyphenyl, benzylphenyl, phenyliminophenyl, benzodioxolyl, or benzoylphenyl, exhibit pyrethroid-like insecticidal activity with low toxicity to aquatic fauna.
    Type: Grant
    Filed: February 9, 1987
    Date of Patent: November 28, 1989
    Assignee: FMC Corporation
    Inventor: Scott M. Sieburth
  • Patent number: 4878941
    Abstract: Quinolinone compounds of the formula ##STR1## in which R.sup.3 is H, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, alkoxyalkyl, alkoxyalkoxyalkyl, cycloalkyl, alkylthioalkyl, aralkyl, cyanoalkyl, alkoxycarbonylalkyl, hydroxy, or alkoxy; X is H, halogen, alkyl or haloalkyl; Y is H, halogen, alkyl, haloalkyl, alkoxycarbonyl, cyano, or nitro; Z is H, halogen, alkyl, haloalkyl, alkoxy, alkenyl, alkynyl, haloalkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkoxycarbonyl, cyano, or nitro; R.sup.1 alkyl, alkenyl, alkynyl, haloalkyl alkoxyalkyl, or haloalkoxyalkyl; and R.sup.2 is H, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, alkylsulfinyl, alkyl, alkoxy, halolkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, or halogen; and the corresponding 3,4-dihydroquinolinone compounds as herbicides.
    Type: Grant
    Filed: December 29, 1987
    Date of Patent: November 7, 1989
    Assignee: FMC Corporation
    Inventor: George Theodoridis
  • Patent number: 4876285
    Abstract: Nematodes and insects are controlled by application of vinyl fluorides of the formula ##STR1## where R is CH.sub.2 X--, CHX.sub.2 --, CX.sub.3 --, XCH.dbd.CH--, CH.sub.2 .dbd.CX-- or straight chain alkyl(C.sub.2 -C.sub.8);R.sup.1 is hydrogen, fluoro, chloro, bromo, CH.sub.2 Z--, CHZ.sub.2 -- or CZ.sub.3 --;R.sup.2, X and Z independently are hydrogen, fluoro, chloro or bromo; Y.sup.1, Y.sup.2, Y.sup.3, and Y.sup.4 independently are CH.sub.3 or any value of R.sup.2, X and Z; a is 0-12; n is 7-13; and n is greater than a.Particular species controlled are the root-knot, stunt, lesion, cyst and free-living nematodes, and the southern corn rootworm. The vinyl fluorides also have anthelmintic utility.
    Type: Grant
    Filed: March 2, 1987
    Date of Patent: October 24, 1989
    Assignee: FMC Corporation
    Inventor: Clinton J. Peake
  • Patent number: 4851587
    Abstract: 2-Methallyloxyphenol precursor to 2,3-dihydro-2,2-dimethyl-7-hydroxybenzofuran is prepared selectively and in good yield in the etherification of an alkali metal catecholate by methallyl chloride in an improved process using the same solvent medium for both the precursor and the hydroxybenzofuran, the process characterized by a solvent medium comprising an aromatic hydrocarbon solvent, the medium also containing an amine selected from alkylamines and N-heterocyclic amines. The amine forms a quaternary salt with the methallyl chloride in situ to catalyze the etherification and the aromatic solvent permits rearrangement of the product and Claisen closure to a benzofuran intermediate without solvent exchange.
    Type: Grant
    Filed: May 31, 1988
    Date of Patent: July 25, 1989
    Assignee: FMC Corporation
    Inventors: Borivoj Franko-Filipasic, James Snyder
  • Patent number: 4846882
    Abstract: A herbicidal compound of the formula ##STR1## where X is F, Cl or Br, Y is Cl, Br, CHF.sub.2 O or CF.sub.3, R is alkyl of 1 to 6 carbon atoms or lower halo alkyl and R' is H or lower alkyl. Related compounds, including those which have --SR or --NR.sup.2 R in place of --OR are also disclosed.
    Type: Grant
    Filed: July 6, 1987
    Date of Patent: July 11, 1989
    Assignee: FMC Corporation
    Inventor: Jun H. Chang
  • Patent number: 4846875
    Abstract: A herbicidal compound which is a Q-substituted 1-aryl-4,5-dihydro-1,2,4-triazol-5(1H)-one in which the Q-substituent is on the ring-carbon atom at the 5-position of the aryl group and in which: Q is(a) --CH(R.sup.1)ZR in which Z is O or S(O).sub.n and n is zero, one or two; or(b) --CH(R.sup.1)N(R.sup.4)(R.sup.5); or(c) --C(R.sup.9).dbd.NR.sup.
    Type: Grant
    Filed: July 21, 1987
    Date of Patent: July 11, 1989
    Assignee: FMC Corporation
    Inventor: Jun H. Chang
  • Patent number: 4837307
    Abstract: A 2,2'-bridged[1,1'-biphenyl]-3-ylmethyl compound of the following formula is an intermediate to insecticidal esters. ##STR1## wherein n is 1-4 and Y is a leaving group readily displaced by carboxylate anions.
    Type: Grant
    Filed: January 16, 1984
    Date of Patent: June 6, 1989
    Assignee: FMC Corporation
    Inventor: Ernest L. Plummer
  • Patent number: 4833266
    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: June 27, 1983
    Date of Patent: May 23, 1989
    Assignee: Sagami Chemical Research Center
    Inventors: Kiyoshi Kondo, Kiyohide Matsui, Akira Negishi, Yuriko Takahatake
  • Patent number: 4830659
    Abstract: Disclosed are herbicidal compounds, compositions containing the herbicidal compounds, and a method for controlling undesired plant growth by application of the herbicidal compositions. The herbicidal compounds are compounds of the formula ##STR1## in which R.sup.1 is hydrogen, alkyl, alkenyl, alkynyl, halo-alkyl, haloalkenyl, haloalkynyl, alkoxyalkyl, alkoxy-alkoxyalkyl, cycloalkyl, aralkyl, alkylthioalkyl, hydroxy, or alkoxy; R.sup.2 and R.sup.3 are independently hydrogen or alkyl; X is hydrogen, chlorine, bromine, or fluorine; and W is oxygen or sulfur.
    Type: Grant
    Filed: June 27, 1988
    Date of Patent: May 16, 1989
    Assignee: FMC Corporation
    Inventor: Jun H. Chang
  • Patent number: 4826829
    Abstract: Thiophene derivatives of the following formula are effective as acaricdies: ##STR1## wherein A is selected from -phenylthienyl and -phenyl optionally carrying one or more substitutents selected from -lower alkyl, -lower alkoxy, -phenoxy, -hydroxy, -halogen, -lower haloalkyl, -phenylcarbonyl, -lower alkyl carbonyloxy, -lower alkyl sulfonyl, -lower alkyl sulfonyloxy, -amino, -lowr alkyl carboxamido, and -lower haloalkyl carboxamido;R.sub.4 is selected from -hydrogen and -lower alkyl; andR.sub.5 is selected from -thienyl optionally carrying one or more substituents selected from -lower alkyl, -phenylethynyl, -lower alkylthio, -lower haloalkyl carbonyl, and lower alkyl sulfoxy; or -phenyl optionally carrying one or more substituents selected from -lower alkyl and -lower alkoxy.
    Type: Grant
    Filed: March 9, 1988
    Date of Patent: May 2, 1989
    Assignee: FMC Corporation
    Inventors: Susan E. Eurkart, Richard B. Phillips, David M. Roush
  • Patent number: 4826527
    Abstract: 2-[(4-aminophenyl)methyl]-4,4-dimethyl-3-isoxazolidinone plant regulators are represented by the following structural formula ##STR1## or an agriculturally acceptable salt thereof in which A is hydrogen or halogen, B is hydrogen or halogen, or A and B together form --C.sub.4 H.sub.4 -- bridging adjacent carbon atoms and use thereof to modify growth and development of plants are described and exemplified.
    Type: Grant
    Filed: November 6, 1987
    Date of Patent: May 2, 1989
    Assignee: FMC Corporation
    Inventors: Jun H. Chang, Jonathan S. Baum
  • Patent number: 4822401
    Abstract: The spectrum of crops which can be protected against weeds by clomazone is widened to include cotton, corn, wheat, oats, barley, sorghum and others, by combining the clomazone treatment with application of antidotal amounts of an organophosphorus pesticide of the formula ##STR1## wherein W.sup.1 and W.sup.2 independently are oxygen or sulfur, x is an integer of from 1 to 4, Q is SR.sup.2 or ##STR2## and R, R.sup.1, R.sup.2 and R.sup.3 are alkyl(C.sub.1 -C.sub.13), provided that when Q is SR.sup.2, both W.sup.1 and W.sup.2 are not oxygen.The organophosphorus compounds include phorate, disulfoton, terbufos, demeton and dimethoate.
    Type: Grant
    Filed: January 5, 1988
    Date of Patent: April 18, 1989
    Assignee: FMC Corporation
    Inventor: John M. Tymonko