Patents by Inventor Josef Ehrenfreund

Josef Ehrenfreund has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 8124566
    Abstract: A method of controlling phytopathogenic diseases on useful plants or on propagation material thereof, which comprises applying to the useful plants, the locus thereof or propagation material thereof a combination of components A) and B) in a synergistically effective amount, wherein component A) is a compound of formula (I), wherein R1 is difluoromethyl or trifluoromethyl; Y is —CHR2— or formula (DD) and R2 is hydrogen or C1-C6alkyl; or a tautomer of such a compound; and component B) is a compound selected from compounds known for their fungicidal and/or insecticidal activity, is particularly effective in controlling or preventing fungal diseases of useful plants.
    Type: Grant
    Filed: October 6, 2005
    Date of Patent: February 28, 2012
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: Harald Walter, Camilla Corsi, Josef Ehrenfreund, Clemens Lamberth, Hans Tobler
  • Publication number: 20110224241
    Abstract: The present invention relates to compounds of Formula (I) wherein R1, R2, R3 or R4 are as defined in claim 1 or a salt or N-oxide thereof and their use in methods for the control and/or prevention of fungal infection, particularly in plants. The compounds claimed are isothiazole and pyrazole derivatives.
    Type: Application
    Filed: July 9, 2008
    Publication date: September 15, 2011
    Applicant: SYNGENTA CROP PROTECTION, INC.
    Inventors: Peter Ackermann, Carla Bobbio, Camilla Corsi, Josef Ehrenfreund, Ann Monica McGinley, Andreas Verras, Ruud Titulaer
  • Patent number: 8003626
    Abstract: Compounds of the formula I in which the substituents are as defined in claim 1 are suitable for use as microbiocides.
    Type: Grant
    Filed: July 17, 2006
    Date of Patent: August 23, 2011
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: Clemens Lamberth, Camilla Corsi, Josef Ehrenfreund, Hans Tobler, Harald Walter
  • Patent number: 7994093
    Abstract: The invention relates to a fungicidally active compound of formula (I): where Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, provided that the ring is not 1,2,3-triazole, the ring being substituted by groups R8, R9 and R10; X is a single or double bond; Y is O, S, N(R11) or (CR12R13)(CR14R15)m(CR16R17)n; m is 0 or 1; n is 0 or 1; and R1 to R17 each, independently, have a range of values; to the preparation of these compounds, to novel intermediates used in the preparation of these compounds, to agrochemical compositions which comprise at least one of the novel compounds as active ingredient, to the preparation of the compositions mentioned and to the use of the active ingredients or compositions in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.
    Type: Grant
    Filed: August 28, 2009
    Date of Patent: August 9, 2011
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: Josef Ehrenfreund, Hans Tobler, Harald Walter
  • Patent number: 7994341
    Abstract: The present invention relates to a process for the preparation of compounds of formula (I) wherein R1 and R2 are each independently of the other hydrogen or C1-C5alkyl and R3 is CF3 or CF2H, by a) reaction of a compound of formula (II) wherein R1 and R2 are as defined for formula (I), with at least one reducing agent to form a compound of formula (III) wherein R1 and R2 are as defined for formula (I), and b) reaction of that compound with at least one reducing agent to form a compound of formula (IV) wherein R1 and R2 are as defined for formula (I), and (c) reaction of that compound with a compound of formula (V) wherein Q is chlorine, fluorine, bromine, iodine, hydroxy or C1-C6alkoxy and R3 is as defined for formula (I), to form the compound of formula (I); and to novel intermediates for use in that process.
    Type: Grant
    Filed: September 14, 2006
    Date of Patent: August 9, 2011
    Assignee: Syngenta Limited
    Inventors: Hans Tobler, Harald Walter, Josef Ehrenfreund, Camilla Corsi, Fanny Giordano, Martin Zeller, Gottfried Seifert, Shailesh Shah, Neil George, Ian Kevin Jones, Paul Edward Bonnett
  • Patent number: 7956194
    Abstract: A compound of formula (I): where A is an ortho-substituted ring selected from a number of specified rings; R1 is halogen, cyano, nitro, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy or C1-4 haloalkoxy or optionally substituted C2-4 alkenyl, optionally substituted C2-4 alkynyl or optionally substituted SO2(C1-4)alkyl (where the optionally substituted moieties may each have up to 3 substituents, each independently selected from halogen and C1-4 alkoxy); R2 is C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy(C1-4)alkyl or C1-4 alkylthio(C1-4)alkyl or [optionally substituted aryl](C1-4)alkyl- or [optionally substituted aryl]oxy(C1-4)alkyl-(where the optionally substituted aryl moieties may each have up to 3 substituents, each independently selected from halogen and C1-4 alkoxy); R3 is hydrogen, CH2C?CR4, CH2CR4?C(H)R4, CH?C?CH2 or COR5 or optionally substituted C1-4 alkyl, optionally substituted C1-4 alkoxy or optionally substituted (C1-4) alkylC(?O)O (where the optionally substituted moieties may each have up to 3 substit
    Type: Grant
    Filed: May 11, 2009
    Date of Patent: June 7, 2011
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: Josef Ehrenfreund, Hans Tobler, Harald Walter
  • Patent number: 7951752
    Abstract: A compound of formula (I): F1 Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, the ring being substituted by groups R4, R5 and R6; R1 is hydrogen or halo; R2 is hydrogen or halo; R3 is optionally substituted C2-12 alkyl, optionally substituted C2-12 alkenyl, optionally substituted C2-12 alkynyl, optionally substituted C3-12 cycloalkyl, optionally substituted phenyl or optionally substituted heterocyclyl; and R4, R5 and R6 are, independently, selected from hydrogen, halo, cyano, nitro, C1-4 haloalkyl, C1-4 alkoxyl (C(1-4) alkoxyl (C1-4) alkyl and C1-4 haloalkoxy (C1-4) alkyl, provided that at least one of R4, R5 and R6 is not hydrogen. The compounds of formula (I) have plant-protective properties and are suitable for protecting plants against infestations by phytopathogenic microorganisms.
    Type: Grant
    Filed: February 21, 2003
    Date of Patent: May 31, 2011
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: Josef Ehrenfreund, Hans Tobler, Harald Walter
  • Publication number: 20100305351
    Abstract: A fungicidal compound of formula (I): where Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, the ring being substituted by groups R7, R8 and R9; R1 is hydrogen, optionally substituted (C1-4alkyl, optionally substituted (C1-4alkylC(?O), optionally substituted (C1-4alkylC(?O)O, optionally substituted (C1-4)alkoxy(C1-4)alkyl, optionally substituted allyl, optionally substituted propargyl or optionally substituted allenyl; R2, R3, R4 and R5 are each, independently, hydrogen, halogen, optionally substituted (C1-4)alkyl, optionally substituted (C1-4)alkoxy or optionally substituted (C1-4)alkoxy(C1-4alkyl; R6 is an organic group containing three to thirteen carbon atoms and at least one silicon atom and, optionally, one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, and is optionally substituted by one to four independently selected halogen atoms; R7, R8 and R9 are each, independen
    Type: Application
    Filed: July 22, 2010
    Publication date: December 2, 2010
    Applicant: SYNGENTA CROP PROTECTION, INC.
    Inventors: Josef Ehrenfreund, Pierre Joseph Marcel Jung, Hans Tobler, Harald Walter
  • Publication number: 20100292258
    Abstract: The present invention relates to compounds of formula (I) wherein R1, R2, R3, R4, R5 and R6 are as defined in claim 1 or a salt or N-oxide thereof and their use in methods for the control and/or prevention of fungal infection, particularly in plants.
    Type: Application
    Filed: June 16, 2008
    Publication date: November 18, 2010
    Applicant: SYNGENTA CROP PROTECTION, INC.
    Inventors: Peter Ackermann, Carla Bobbio, Camilla Corsi, Josef Ehrenfreund, Ann Monica McGinley
  • Patent number: 7820830
    Abstract: The present invention relates to a novel process for the preparation of a compound of general formula (I): wherein R1 is H or C1-4 alkyl and R2 is difluoromethyl or trifluoromethyl, which comprises reacting a compound of general formula (II): wherein R1 has the meaning given above and X is chloro or bromo, with a compound of general formula (III): wherein R2 has the meaning given above, in the presence of a base, a palladium catalyst and a ferrocenyl biphoshine ligand of the Josiphos type, the reaction being carried out in an ether solvent at a reflux temperature of at least 100° C.
    Type: Grant
    Filed: November 13, 2006
    Date of Patent: October 26, 2010
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: Harald Walter, Camilla Corsi, Josef Ehrenfreund, Hans Tobler
  • Patent number: 7781615
    Abstract: The present invention relates to a novel a process for the preparation of the compound of the general formula (I), wherein R1 and R2 are independently H or C1-6 alkyl, which comprises treating with a reducing agent either a compound of the general formula (II), wherein R1 and R2 have the meanings given for the compound of the formula (I), R3 is H or C1-4alkyl and Ph is phenyl, or a compound of the general formula (III), wherein R1, R2, R3 and Ph have the meanings given for the compound of the formula (II), the reducing agent being effective to cleave the benzyl moiety Ph-CH(R3)— from the benzylamino moiety PhCH(R3)NH— in the compound of the formula (II) or in the compound of the formula (III) to leave an amino group and, in addition, in the case of the compound of the formula (III), to reduce both the 2,3-double bond and the double bond joining the R1R2C— moiety to the 9-position of the benzonorbornene ring to single bonds.
    Type: Grant
    Filed: December 11, 2006
    Date of Patent: August 24, 2010
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: Hans Tobler, Harald Walter, Camilla Corsi, Josef Ehrenfreund, Fanny Giordano, Martin Zeller
  • Publication number: 20100204482
    Abstract: The invention relates to a fungicidally active compound of formula (I): where Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, the ring being substituted by the groups R6, R7 and R8; R1 is hydrogen, C1-4 alkyl, C1-4 haloalkyl, C1-4alkoxy, C1-4haloalkoxy, CH2C?CR9, CH2CR10?CHR11, CH?C?CH2 or COR12; R2 and R3 are each, independently, hydrogen, halo, C1-4 alkyl, C1-4 alkoxy, C1-4 haloalkyl or C1-4 haloalkoxy; R4 and R5 are each independently selected from halo, cyano and nitro; or one of R4 and R5 is hydrogen and the other is selected from halo, cyano and nitro; R6, R7 and R8 are each, independently, hydrogen, halo, cyano, nitro, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy(C1-4)alkyl, C1-4haloalkoxy(C1-4)alkyl or C1-4haloalkoxy, provided that at least one of R6, R7 and R8 is not hydrogen; R9, R10 and R11 are each, independently, hydrogen, halo, C1-4 alkyl, C1-4 haloalkyl or C1-4 alkoxy(C1-4)alkyl; and R12 is hydrogen,
    Type: Application
    Filed: April 23, 2010
    Publication date: August 12, 2010
    Applicant: SYNGENTA CROP PROTECTION, INC.
    Inventors: Hans Tobler, Harald Walter, Josef Ehrenfreund, Camilla Corsi
  • Publication number: 20100204287
    Abstract: The invention relates to a fungicidally active compound of formula (I): where Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, the ring being substituted by the groups R6, R7 and R8; R1 is hydrogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy, C1-4 haloalkoxy, CH2C?CR9, CH2CR10?CHR11, CH?C?CH2 or COR12; R2 and R3 are each, independently, hydrogen, halo, C1-4 alkyl, C1-4 alkoxy, C1-4 haloalkyl or C1-4 haloalkoxy; R4 and R5 are each independently selected from halo, cyano and nitro; or one of R4 and R5 is hydrogen and the other is selected from halo, cyano and nitro; R6, R7 and R8 are each, independently, hydrogen, halo, cyano, nitro, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy(C1-4)alkyl, C1-4 haloalkoxy(C1-4)alkyl or C1-4 haloalkoxy, provided that at least one of R6, R7 and R8 is not hydrogen; R9, R10 and R11 are each, independently, hydrogen, halo, C1-4 alkyl, C1-4 haloalkyl or C1-4 alkoxy(C1-4)alkyl; and R12 is hydrog
    Type: Application
    Filed: April 23, 2010
    Publication date: August 12, 2010
    Applicant: Syngenta Crop Protection, Inc.
    Inventors: Hans Tobler, Harald Walter, Josef Ehrenfreund, Camilla Corsi
  • Patent number: 7767625
    Abstract: Compounds of the formula (I) in which the substituents are as defined in claim 1 are suitable for use as microbiocides.
    Type: Grant
    Filed: March 21, 2006
    Date of Patent: August 3, 2010
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: Harald Walter, Camilla Corsi, Josef Ehrenfreund, Clemens Lamberth, Hans Tobler
  • Patent number: 7767623
    Abstract: A fungicidal compound of formula (1): where Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, the ring being substituted by groups R7, R8 and R9; R1 is hydrogen, optionally substituted (C1-4)alkylC(?O), optionally substituted (C1-4)alkylC(?O)O, optionally substituted (C1-4)alkoxy(C1-4)alkyl, optionally substituted allyl, optionally substituted propargyl or optionally substituted allenyl; R2, R3, R4and R5 are each, independently, hydrogen, halogen, optionally substituted (C1-4)alkoxy(C1-4)alkoxy or optionally substituted (C1-4)alkoxy(C1-4)alkyl; R6 is an organic group containing three to thirteen carbon atoms and at least one silicon atom and, optionally, one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, and is optionally substituted by one to four independently selected halogen atoms; R7, R8 and R9are each, independently, hydrogen, halogen, C1-3alkyl, C1-3haloalkyl, C1-3alkoxy(C
    Type: Grant
    Filed: March 21, 2003
    Date of Patent: August 3, 2010
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: Josef Ehrenfreund, Pierre Joseph Marcel Jung, Hans Tobler, Harald Walter
  • Patent number: 7737301
    Abstract: The present invention relates to a process for the preparation of compounds of formula wherein R1, R2 and R3 are each independently of the others hydrogen or C1-C4alkyl, by a) reacting compounds of formula (II) wherein R1, R2 and R3 are as defined for formula (I) and X is bromine or chlorine, with a compound of formula (III) wherein R4 is hydrogen or C1-C4alkyl, in the presence of a base and catalytic amounts of at least one palladium complex compound, to form compounds of formula (IV) wherein R1, R2, R3 and R4 are as defined for formula (I), and b) converting those compounds, using a reducing agent, into compounds of formula (I).
    Type: Grant
    Filed: August 28, 2006
    Date of Patent: June 15, 2010
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: Harald Walter, Camilla Corsi, Josef Ehrenfreund, Hans Tobler
  • Patent number: 7732469
    Abstract: The invention relates to a fungicidally active compound of formula (I): where Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, the ring being substituted by the groups R6, R7 and R8; R1 is hydrogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy, C1-4 haloalkoxy, CH2 C?CR9, CH2 CR10?CHR11, CH?C?CH2 or COR12; R2 and R3 are each, independently, hydrogen, halo, C1-4 alkyl, C1-4 alkoxy, C1-4 haloalkyl or C1-4 haloalkoxy; R4 and R5 are each independently selected from halo, cyano and nitro; or one of R4 and R5 is hydrogen and the other is selected from halo, cyano and nitro; R6, R7 and R8 are each, independently, hydrogen, halo, cyano, nitro, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy(C1-4)alkyl, C1-4 haloalkoxy(C1-4)alkyl or C1-4 haloalkoxy, provided that at least one of R6, R7 and R8 is not hydrogen; R9, R10 and R11 are each, independently, hydrogen, halo, C1-4 alkyl, C1-4 haloalkyl or C1-4 alkoxy(C1-4)alkyl; and R12 is hydrogen
    Type: Grant
    Filed: October 23, 2006
    Date of Patent: June 8, 2010
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: Hans Tobler, Harald Walter, Josef Ehrenfreund, Camilla Corsi
  • Patent number: 7723371
    Abstract: The invention relates to a fungicidally active compound of the general Formula (I): where Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, the ring being substituted by the groups R3, R4 and R5; R1 and R2 are independently H, halo, C1-4 alkyl or C1-4 haloalkyl; and R3, R4 and R5 are each, independently, H, halo, C1-4 alkyl, C1-4 haloalkyl or C1-4 haloalkoxy, provided that at least one of R3, R4 and R5 is not H; to the preparation of these compounds, to novel intermediates used in their preparation, to agrochemical compositions which comprise at least one of the novel compounds as an active ingredient, to the preparation of the compositions and to the use of the active ingredients or compositions in agriculture or horticulture for controlling or preventing infestations of plants by phytopathogenic microorganisms, especially fungi.
    Type: Grant
    Filed: November 13, 2006
    Date of Patent: May 25, 2010
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: Harald Walter, Camilla Corsi, Josef Ehrenfreund, Hans Tobler
  • Patent number: 7678924
    Abstract: The present invention relates to a process for the preparation of compounds of formula I wherein R1 is C1-C4haloalkyl; R2 is C1-C6alkyl and R3 is methyl or ethyl, by reaction of compounds of formula II wherein the substituents are as defined for formula I, with compounds of formula III wherein R3 is as defined for formula I and n is 0 or 1.
    Type: Grant
    Filed: October 19, 2005
    Date of Patent: March 16, 2010
    Assignee: Syngenta Crop Protection, Inc.
    Inventors: Harald Walter, Camilla Corsi, Josef Ehrenfreund, Clemens Lamberth, Hans Tobler
  • Publication number: 20100010063
    Abstract: The invention relates to a fungicidally active compound of formula (I): where Het is a 5- or 6-membered heterocyclic ring containing one to three heteroatoms, each independently selected from oxygen, nitrogen and sulphur, provided that the ring is not 1,2,3-triazole, the ring being substituted by groups R8, R9 and R10; X is a single or double bond; Y is O, S, N(R11) or (CR12R13)(CR14R15)m(CR16R17)n; m is 0 or 1; n is 0 or 1; and R1 to R17 each, independently, have a range of values; to the preparation of these compounds, to novel intermediates used in the preparation of these compounds, to agrochemical compositions which comprise at least one of the novel compounds as active ingredient, to the preparation of the compositions mentioned and to the use of the active ingredients or compositions in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.
    Type: Application
    Filed: August 28, 2009
    Publication date: January 14, 2010
    Applicant: SYNGENTA CROP PROTECTION, INC.
    Inventors: Josef Ehrenfreund, Hans Tobler, Harald Walter