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
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.
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.
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.
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.
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.
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.
Abstract: Compounds containing a dimethylsilane core and a phenoxybenzyl substituent are found to exhibit pyrethroid-like activity toward insects with low toxicity to fish.
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.
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.
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
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.
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.
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.
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.
Abstract: Novel phenylpropanoid neolignans isolated from Saururus cernuus L and synthetic or semi-synthetic analogs thereof having neuroleptic, insecticidal, or nematicidal activity are disclosed.
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.
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.
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.