Patents Assigned to Philagro
  • Patent number: 4316737
    Abstract: New 2-phenyl-5,6-dihydro-4-pyrone derivatives and herbicidal compositions in which they are present.They correspond to the general formula: ##STR1## in which: R.sub.1 and R.sub.2, which are identical or different, represent a hydrogen atom or an alkyl radical (C.sub.1 -C.sub.4), or together form an alkylene chain (C.sub.2 -C.sub.6), R.sub.3 represents an alkyl radical (C.sub.1 -C.sub.4), an alkenyl radical (C.sub.2 -C.sub.4), an alkynyl radical (C.sub.2 -C.sub.4), a halogenoalkyl radical (C.sub.1 -C.sub.4) or an alkoxyalkyl radical (C.sub.3 -C.sub.5), Y represents a halogen atom, an alkyl radical (C.sub.1 -C.sub.4) or an alkoxy radical (C.sub.1 -C.sub.4), and n represents an integer which can be equal to 1, 2 or 3, with the proviso that, when n is equal to 2 or 3, the radicals Y can be identical or different.These compounds can be used for selectively destroying weeds in crops such as sunflower, cotton, soft wheat, rice, soya bean, groundnut, bean and tomato plant.
    Type: Grant
    Filed: February 27, 1979
    Date of Patent: February 23, 1982
    Assignee: Philagro
    Inventors: Francois Guigues, Gilles Peris Y Saborit, Guy Borrod
  • Patent number: 4295877
    Abstract: The pre-emergence or post-emergence treatment for weed control in dicotyledonous crops with N-(4-isopropylphenyl)-N',N' dimethylurea and method for crop treatment.
    Type: Grant
    Filed: December 13, 1978
    Date of Patent: October 20, 1981
    Assignee: Philagro
    Inventors: Andre Thizy, Pierre Poignant, Daniel Pillon
  • Patent number: 4272448
    Abstract: Aluminum monoethyl-phosphite, useful for the protection of plants against fungal diseases, is manufactured in a continuous manner by first preparing a mixture of phosphite compounds, containing at least 70 mol % of diethyl phosphite, then saponifying and neutralizing such mixture with an inorganic base, at a temperature of 20.degree.-85.degree. C., at a pH of 4.0-8.5, and finally reacting the residual aqueous solution of alkaline metal monoethyl-phosphite, continuously withdrawn from the preceding operation, with an approximately stoichiometric amount of a water-soluble aluminum salt at 70.degree.-95.degree. C. and a pH of 3.0-4.5.
    Type: Grant
    Filed: June 25, 1979
    Date of Patent: June 9, 1981
    Assignee: Philagro
    Inventors: Andre Bernard, Andre Disdier, Michel Royer
  • Patent number: 4263462
    Abstract: Unsaturated ethers of diphenols are prepared from alkenyl halides and diphenols as reagents and by carrying out the reaction in two zones at different temperatures.Intermediates for perfumes, aromas and insecticides are so prepared.
    Type: Grant
    Filed: November 7, 1979
    Date of Patent: April 21, 1981
    Assignee: Philagro
    Inventors: Daniel Michelet, Michel Rakoutz
  • Patent number: 4259506
    Abstract: They correspond to the formula: ##STR1## in which: X is an oxygen or sulphur atom, Y is a hydrogen atom or an alkyl radical (C.sub.1 -C.sub.4), Z is a halogen atom or an alkyl (C.sub.1 -C.sub.6), cycloalkyl (C.sub.5 -C.sub.7), alkoxy (C.sub.1 -C.sub.4) or phenyl radical, n is a number equal to 0, 1, 2 or 3, R.sub.1 is a hydrogen atom or an alkyl radical (C.sub.1 -C.sub.4) and R.sub.2 and R.sub.3, which are identical or different, each represent a hydrogen atom or an alkyl (C.sub.1 -C.sub.6), alkenyl (C.sub.2 -C.sub.4) or alkynyl (C.sub.2 -C.sub.4) radical, or together form a heterocyclic ring possessing from 5 to 6 ring members and optionally containing, in addition to the nitrogen atom, an oxygen or sulphur atom as a hetero-atom.These compounds can be used for selectively destroying weeds in crops such as maize, soya, cotton, sunflower, rice and horse bean.
    Type: Grant
    Filed: December 7, 1978
    Date of Patent: March 31, 1981
    Assignee: Philagro
    Inventor: Raymond Giraudon
  • Patent number: 4259497
    Abstract: Novel 1,3,4-oxadiazoline-5-one derivatives, their preparation and the insecticidal compositions in which they are present are disclosed. The novel 1,3,4-oxadiazoline-5-one derivatives correspond to the formula: ##STR1## in which: X represents a halogen atom,R.sub.1, R.sub.2 and R.sub.3, which may be identical or different, each represent a hydrogen atom or an alkyl radical containing from 1 to 3 carbon atoms,R.sub.4 represents a halogen atom, an alkyl radical containing from 1 to 3 carbon atoms or an alkoxy radical containing from 1 to 3 carbon atoms, andn represents an integer which is 0, 1, 2, 3 or 4, with the proviso that if n is 2, 3 or 4, the substituents R.sub.4 are identical or different. These compounds are useful as agricultural insecticides.
    Type: Grant
    Filed: September 11, 1979
    Date of Patent: March 31, 1981
    Assignee: Philagro
    Inventor: Michel Sauli
  • Patent number: 4256647
    Abstract: Process for the preparation of 2,3-dihydro-2,2-dimethyl-7-hydroxybenzofurane, a carbofuran intermediate, from methallylpyrocatechol comprises heating the methallylpyrocatechol in the presence of water and optionally also in the presence of an inert organic solvent having a boiling point above 70.degree. C., the volume ratio of solvent to water being less than 3, the weight ratio of water to ortho-methallylpyrocatechol being between 0.3 and 5, and at a temperature of preferably 170.degree.-230.degree. C.
    Type: Grant
    Filed: November 19, 1979
    Date of Patent: March 17, 1981
    Assignee: Philagro
    Inventors: Daniel Michelet, Michel Rakoutz
  • Patent number: 4256480
    Abstract: Novel isoxazolyl-alkyl thiolcarbamates and novel herbicidal compositions containing the novel thiolcarbamates are disclosed wherein the thiolcarbamates are of the formula: ##STR1## in which R.sub.1 and R.sub.2 are identical or different and each represents a hydrogen atom, a linear or branched alkyl radical containing 1 to 6 carbon atoms, a cycloalkyl radical containing 3 to 6 carbon atoms, an alkenyl radical containing 2 to 4 carbon atoms, an alkoxy radical containing 1 to 6 carbon atoms, an alkoxyalkyl radical in which each alkyl part contains 1 to 4 carbon atoms, an optionally substituted aryl radical, an optionally substituted aralkyl radical in which the alkyl part contains 1 to 4 carbon atoms, or a saturated or unsaturated heterocyclic radical which has 5 to 6 chain members and contains, as the hetero-atom, an oxygen, nitrogen or sulphur atom, or R.sub.1 and R.sub.
    Type: Grant
    Filed: May 25, 1978
    Date of Patent: March 17, 1981
    Assignee: Philagro
    Inventors: Francois Guigues, Jacqueline Mourier, Daniel Demozay
  • Patent number: 4252985
    Abstract: The process relates to the preparation of o-methallyloxyphenol by the action of methallyl chloride on pyrocatechol in the presence of a basic agent.It consists in carrying out the reaction in a two-phase liquid reaction medium comprising water and a water-immiscible organic solvent, at a temperature between 50.degree. and 140.degree. C., in the presence of a catalyst chosen from amongst quaternary ammonium derivatives and phosphonium derivatives, using, as the basic agent, an alkali metal or alkaline earth metal hydroxide or an alkali metal carbonate or bicarbonate.It makes it possible to obtain the monoether selectively by minimizing the formation of diether and of alkylation products of the benzene nucleus of the pyrocatechol.
    Type: Grant
    Filed: June 18, 1979
    Date of Patent: February 24, 1981
    Assignee: Philagro
    Inventor: Michel Rakoutz
  • Patent number: 4250333
    Abstract: Process for the selective monoetherification of pyrocatechol.The process relates to the selective monoetherification of pyrocatechol by means of methallyl chloride.It consists of carrying out the etherification in an aprotic solvent medium in the presence of an alkali metal carbonate or bicarbonate.The process can be used industrially for the preparation of o-methallyloxyhenol.
    Type: Grant
    Filed: October 12, 1978
    Date of Patent: February 10, 1981
    Assignee: Philagro
    Inventor: Michel Rakoutz
  • Patent number: 4240823
    Abstract: Compounds of the formula: ##STR1## in which R.sub.1 is hydrogen, optionally halogenated alkyl, optionally halogenated cycloalkyl, optionally halogenated alkenyl, optionally halogenated aralkenyl or aryloxyalkenyl mono or bicyclic aryl (optionally substituted by halogen, alkyl, trifluoromethyl, nitro, cyano, amino, hydroxyl, alkoxy, aminosulphonyl or alkylcarbonyloxy), or monocyclic or bicyclic heterocyclic of 5-11 chain members and having one or two hetero-atoms (optionally substituted), and R.sub.2 is a carboxylic acid group or a salt or ester thereof, is found to have plant growth regulating activity.
    Type: Grant
    Filed: March 1, 1977
    Date of Patent: December 23, 1980
    Assignee: Philagro S.A.
    Inventors: Claude Clapot, Jean Vial, Jacqueline Mourier, Jean C. Boch
  • Patent number: 4224051
    Abstract: Plant growth-regulating compounds of the formula ##STR1## wherein X and Y are separately oxygen, sulfur, N-B where B is hydrogen, lower alkyl, or acyl; R and R' are separately lower alkyl, acyl, amido, or form a cycle with ##STR2## corresponding to the formula ##STR3## in which R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are separately hydrogen, lower alkyl, halogen-substituted lower alkyl, NO.sub.
    Type: Grant
    Filed: March 16, 1979
    Date of Patent: September 23, 1980
    Assignee: Philagro, service Brevets
    Inventors: Claude Clapot, Louis Dumont, Jean Vial
  • Patent number: 4216006
    Abstract: Amidoximes of the formula ##STR1## are disclosed. R represents a hydrogen atom or a hydrogen, lower alkyl (C.sub.1 -C.sub.4) or phenyl; R.sub.1 represents lower alkyl or a metal atom and Ar represents substituted or unsubstituted phenyl or a five-membered substituted or unsubstituted aromatic heterocyclic group where the hetero atom is selected from the group O, S and N. The compounds have phytohormonal activity at low dosages in plants and herbicidal activity at higher levels.
    Type: Grant
    Filed: May 17, 1978
    Date of Patent: August 5, 1980
    Assignee: Philagro
    Inventors: Daniel Farge, Jean Leboul, Yves Le Goff, Gilbert Poiget
  • Patent number: 4212867
    Abstract: 1,3,4-Oxadiazole derivatives, are disclosed which correspond to the formula ##STR1## in which R represents the phenyl radical; a phenyl radical which is substituted by 1 to 5 identical or different substituents chosen from amongst halogen atoms, the nitro radical, the cyano radical, the hydroxy radical, alkyl radicals containing from 1 to 4 carbon atoms, alkoxy radicals, the alkyl part of which contains from 1 to 4 carbon atoms, alkenyl radicals containing from 2 to 4 carbon atoms, alkenyloxy radicals containing from 2 to 4 carbon atoms, alkenyl radicals containing from 2 to 4 carbon atoms, alkynyloxy radicals alkynyl part of which contains from 2 to 4 carbon atoms, alkylsulphonyl radicals, the alkyl part of which contains from 1 to 4 carbon atoms, alkylthio radicals containing 1 to 4 carbon atoms dialkylamino radicals, of which each of the identical or different alkyl parts contains from 1 to 4 carbon atoms, the carbamoyloxy radical which is optionally substituted by 1 to 2 alkyl radicals containing from 1 t
    Type: Grant
    Filed: February 28, 1978
    Date of Patent: July 15, 1980
    Assignee: Philagro
    Inventor: Roger Boesch
  • Patent number: 4206148
    Abstract: A process for the dehalogenation of halogen-containing aromatic compounds takes place in the vapor phase, at a temperature of between 280.degree. and 420.degree. C., by the action of hydrogen in the presence of a controlled-action hydrogenation catalyst deposited on an alumina-based support wherein the support used is modified, at least on the surface, by the incorporation of a metal in the form of a salt or an oxide, this incorporation consisting in treating the support with the said metal salt or metal oxide and then carrying out a calcination at a temperature ranging from about 500.degree. to 1,000.degree. C.
    Type: Grant
    Filed: September 12, 1978
    Date of Patent: June 3, 1980
    Assignee: Philagro
    Inventors: Georges Biola, Jean Font, Jean C. Daumas
  • Patent number: 4206147
    Abstract: Process for the dehalogenation of halogen-containing aromatic amines takes place by the action of hydrogen in the presence of a controlled-action hydrogenation catalyst, at a temperature of between 280.degree. and 420.degree. C., the active phase of the catalyst containing, in addition to the main catalyst metal, a minor amount of an auxiliary hydrogen catalyst consisting of a second metal which is different from the first.
    Type: Grant
    Filed: September 12, 1978
    Date of Patent: June 3, 1980
    Assignee: Philagro
    Inventors: Jean C. Daumas, Robert Tarolle, Georges Biola
  • Patent number: 4188381
    Abstract: New derivatives of hydrazinium phosphites, their preparation and fungicidal compositions in which they are present are described. The new fungicidal derivatives have the formula ##STR1## in which R.sub.1 =H, or an alkyl radical containing from 1 to 4 carbon atoms, and R.sub.2 =H, or a phenyl nucleus which is optionally substituted by one or more of the following atoms or radicals: halogen, alkyl radicals, containing from 1 to 4 carbon atoms, and the nitro radical; however, it is not possible for R.sub.1 and R.sub.2 to simultaneously represent a hydrogen atom. These products can be used in agriculture for combating fungal diseases in plants.
    Type: Grant
    Filed: January 26, 1978
    Date of Patent: February 12, 1980
    Assignee: Philagro
    Inventors: Jacques Ducret, Jean-Michel Gaulliard, Jean Vial
  • Patent number: 4188203
    Abstract: 1--Amidoxime derivatives. The amidoximes correspond to the formula: ##STR1## in which: R represents a hydrogen atom or an alkyl radical containing from 1 to 4 carbon atoms and A represents a cyano group or a radical of the general formula: ##STR2## in which R.sub.1 and R.sub.2, which are identical or different, each represent a hydrogen atom, an alkyl radical containing from 1 to 4 carbon atoms, an optionally substituted phenyl radical or an amino radical which is itself optionally substituted. These compounds can be used in agriculture as phytohormones and herbicides.
    Type: Grant
    Filed: July 27, 1978
    Date of Patent: February 12, 1980
    Assignee: Philagro
    Inventors: Daniel Farge, Jean Leboul, Yves Le Goff, Gilbert Poiget
  • Patent number: 4171302
    Abstract: A process of preparing a N-substituted imide as disclosed, which is carried out in accordance with the equation: ##STR1## wherein R is an alkyl radical containing 1 to 8 carbon atoms, or an aryl radical having 1 or 2 phenyl rings bearing up to 5 substituents selected from the group consisting of 1 to 3 atoms of halogen, 1 to 2 nitro, amino, or hydroxy groups, 1 to 4 alkyl radicals, and 1 to 2 alkoxy or alkylthiol radicals each containing 1 to 4 carbon atoms, or a hexyl radical, optionally substituted;R' is a single bond or a hydrocarbon chain containing from 1 to 4 carbon atoms, in which two contiguous carbons may belong to a phenyl ring, said hydrocarbon chain being saturated or unsaturated and optionally substituted andR" is a hydrogen atom, an alkaline metal atom, an ammonium atom or a lower alkyl having 1 to 4 carbon atoms, wherein the cyclization of the amic acid, R--NH--CO--R'--COOR" is carried out in the presence of a mixed catalyst which results from the association of the formula, A B, in which A is
    Type: Grant
    Filed: November 21, 1977
    Date of Patent: October 16, 1979
    Assignee: Philagro
    Inventors: Jean Abblard, Michel Baudoin
  • Patent number: 4163782
    Abstract: Compositions are described which are suitable for use in controlling parasitic fungi, especially mildews, in plants and which contain as their active material at least one compound corresponding to the general formula: ##STR1## in which R and R', which may be the same or different, represent a linear or branched alkyl radical of 1-18 carbon atoms, which may optionally be substituted, preferably by halogens or hydroxy groups, an optionally substituted cyclohexyl or phenyl radical; a heterocyclic radical connected to an oxygen atom adjacent the phosphorus by an aliphatic chain of 1 or 2 carbon atoms.
    Type: Grant
    Filed: September 12, 1978
    Date of Patent: August 7, 1979
    Assignee: Philagro
    Inventors: Andre Thizy, Jean-Claude Debourge