Patents by Inventor Helmars Smits

Helmars Smits 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: 10093672
    Abstract: A process for making certain spiroheterocyclic pyrrolidine dione derivatives.
    Type: Grant
    Filed: April 20, 2018
    Date of Patent: October 9, 2018
    Assignee: SYNGENTA PARTICIPATIONS AG
    Inventors: Edouard Godineau, Tomas Smejkal, Sophie Pelletier, Michel Muehlebach, Régis Jean Georges Mondiere, Helmars Smits, Jochen Weckesser, Alan James Robinson
  • Patent number: 10087126
    Abstract: The invention relates to a process for the preparation of compound of formula (I) wherein R1 is halogen and R2 is halogen or hydrogen; comprising a) reacting the compound of formula (II) in an aprotic organic solvent in the presence of an aprotic polar co-solvent with a magnesium amide base followed by a halogenating agent, to the compound of formula I wherein R1 is halogen and R2 is hydrogen, and b) reacting the compound of formula (I), wherein R1 is chloro and R2 is hydrogen, in an aprotic organic solvent in the presence of an aprotic polar co-solvent with a magnesium amide base followed by a halogenating agent to a compound of formula I, wherein R1 is chloro and R2 is halogen.
    Type: Grant
    Filed: October 8, 2015
    Date of Patent: October 2, 2018
    Assignee: SYNGENTA PARTICIPATIONS AG
    Inventors: Helmars Smits, Paul Knochel, Thomas Klatt, Matthias Becker
  • Publication number: 20180237437
    Abstract: A process for making certain spiroheterocyclic pyrrolidine dione derivatives.
    Type: Application
    Filed: April 20, 2018
    Publication date: August 23, 2018
    Applicant: SYNGENTA PARTICIPATIONS AG
    Inventors: Edouard Godineau, Tomas Smejkal, Sophie Pelletier, Michel Muehlebach, Régis Jean Georges Mondiere, Helmars Smits, Jochen Weckesser, Alan James Robinson
  • Patent number: 9975823
    Abstract: The present invention relates to a process for the preparation of a compound of formula I (I), comprising reacting a compound of formula II (II), with a brominating agent in the presence of an acidic catalyst to a compound of formula III (III), and reacting the compound of formula III in tetrahydrofuran or 2-methyl-tetrahydrofuran with potassium tert-butoxide to a compound of formula I.
    Type: Grant
    Filed: October 8, 2015
    Date of Patent: May 22, 2018
    Assignee: Syngenta Participations AG
    Inventor: Helmars Smits
  • Patent number: 9969734
    Abstract: A process for making certain spiroheterocyclic pyrrolidine dione derivatives.
    Type: Grant
    Filed: July 11, 2014
    Date of Patent: May 15, 2018
    Assignee: Syngenta Participations AG
    Inventors: Edouard Godineau, Tomas Smejkal, Sophie Pelletier, Michel Muehlebach, Regis Jean Georges Mondiere, Helmars Smits, Jochen Weckesser, Alan James Robinson
  • Patent number: 9815803
    Abstract: The present invention relates to processes for the preparation of substituted cycloserine compounds of formula (I) wherein R1 is C1-C8alkyl, C1-C8haloalkyl, C3-C6 cycloalkyl, aryl or aryl substituted by one to five R11, or aryl-C1-C4alkylene or aryl-C1-C4alkylene substituted by one to five R11; and each R11 is independently C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, C1-C4haloalkoxy, cyano or halogen; The invention also relates to intermediates produced by the processes. Compounds of formula (I) are useful intermediates for the production of compounds in the agricultural and pharmaceutical fields.
    Type: Grant
    Filed: April 3, 2017
    Date of Patent: November 14, 2017
    Assignee: Syngenta Participations AG
    Inventors: Tomas Smejkal, Helmars Smits, Christian Lothschuetz, Miroslav Terinek
  • Patent number: 9815829
    Abstract: The present invention relates to a process for the preparation of a compound of formula (I) wherein A1 and A2 are C—H, or one of A1 and A2 is C—H and the other is N; R1 is C1-C4alkyl, C1-C4haloalkyl or C3-C6cycloalkyl; each R2 is independently bromo, chloro, fluoro or trifluoromethyl; R3 is hydrogen; R4 is hydrogen, halogen, methyl, halomethyl or cyano; or R3 and R4 together form a bridging 1,3-butadiene group; R5 is chlorodifluoromethyl or trifluoromethyl; n is 2 or 3; by reacting a compound of formula (II) wherein A1, A2, R1, R2, R3, R4, R5 and n is as defined under formula (I) above, with hydroxylamine, a base and a chiral catalyst, characterized in that the chiral catalyst is a dimeric chiral catalyst of formula (III) wherein R6, R7, R8, R9, R10 and X are as defined in claim 1.
    Type: Grant
    Filed: August 4, 2015
    Date of Patent: November 14, 2017
    Assignee: Syngenta Participations AG
    Inventors: Tomas Smejkal, Helmars Smits
  • Patent number: 9809524
    Abstract: The invention relates to a process for the preparation of a compound of formula I comprising a) reacting a compound of formula II in the presence of magnesium or an organometallic reagent of formula III R1M2X (III), wherein R1 is CI-C4alkyl; M2 is Li or Mg and X is halogen or absent; with a compound of formula IV CF3—C(O)—R2 (IV), wherein R2 is halogen, hydroxyl, CI-C4alkoxy, (di-CI-C4alkyl)amino, OC(O)CF3, phenoxy or OM1; wherein M1 is Lithium, Magnesium, Sodium or Potassium; to a compound of formula V, and b) reacting the compound of formula V with alkali metal fluoride in the presence of catalytic amounts of a phase transfer catalyst in the presence of a polar solvent to the compound of formula I.
    Type: Grant
    Filed: October 8, 2015
    Date of Patent: November 7, 2017
    Assignee: Syngenta Participations
    Inventor: Helmars Smits
  • Publication number: 20170305839
    Abstract: The present invention relates to novel triazole derivatives of formula (I) having insecticidal activity, to processes and intermediates for preparing them, to insecticidal, acaricidal, nematicidal or molluscicidal compositions comprising them and to methods of using them to combat and control insect, acarine, nematode or mollusc pests wherein R1, R2, G1, G2, Q1 and Q2 are as defined in claim 1; or salts thereof.
    Type: Application
    Filed: July 6, 2017
    Publication date: October 26, 2017
    Applicant: Syngenta Participations AG
    Inventors: Ottmar Franz HUETER, Pierre Joseph Marcel JUNG, Thomas PITTERNA, Helmars SMITS, Andre STOLLER
  • Publication number: 20170305828
    Abstract: The invention relates to a process for the preparation of a compound of formula I comprising a) reacting a compound of formula II in the presence of magnesium or an organometallic reagent of formula III R1M2X (III), wherein R1 is CI-C4alkyl; M2 is Li or Mg and X is halogen or absent; with a compound of formula IV CF3-C(O)-R2 (IV), wherein R2 is halogen, hydroxyl, CI-C4alkoxy, (di-CI-C4alkyl)amino, OC(O)CF3, phenoxy or OM1; wherein M1 is Lithium, Magnesium, Sodium or Potassium; to a compound of formula V, and b) reacting the compound of formula V with alkali metal fluoride in the presence of catalytic amounts of a phase transfer catalyst in the presence of a polar solvent to the compound of formula I.
    Type: Application
    Filed: October 8, 2015
    Publication date: October 26, 2017
    Applicant: SYNGENTA PARTICIPATIONS AG
    Inventor: Helmars SMITS
  • Publication number: 20170297981
    Abstract: The invention relates to a process for the preparation of compound of formula (I) wherein R1 is halogen and R2 is halogen or hydrogen; comprising a) reacting the compound of formula (II) in an aprotic organic solvent in the presence of an aprotic polar co-solvent with a magnesium amide base followed by a halogenating agent, to the compound of formula I wherein R1 is halogen and R2 is hydrogen, and b) reacting the compound of formula (I), wherein R1 is chloro and R2 is hydrogen, in an aprotic organic solvent in the presence of an aprotic polar co-solvent with a magnesium amide base followed by a halogenating agent to a compound of formula I, wherein R1 is chloro and R2 is halogen.
    Type: Application
    Filed: October 8, 2015
    Publication date: October 19, 2017
    Applicant: Syngenta Participations AG
    Inventors: Helmars SMITS, Paul KNOCHEL, Thomas KLATT, Matthias BECKER
  • Publication number: 20170267611
    Abstract: The present invention relates to a process for the preparation of a compound of formula I (I), comprising reacting a compound of formula II (II), with a brominating agent in the presence of an acidic catalyst to a compound of formula III (III), and reacting the compound of formula III in tetrahydrofuran or 2-methyl-tetrahydrofuran with potassium tert-butoxide to a compound of formula I.
    Type: Application
    Filed: October 8, 2015
    Publication date: September 21, 2017
    Applicant: Syngenta Participations AG
    Inventor: Helmars SMITS
  • Publication number: 20170217953
    Abstract: The present invention relates to a process for the preparation of a compound of formula (I) wherein A1 and A2 are C—H, or one of A1 and A2 is C—H and the other is N; R1 is C1-C4alkyl, C1-C4haloalkyl or C3-C6cycloalkyl; each R2 is independently bromo, chloro, fluoro or trifluoromethyl; R3 is hydrogen; R4 is hydrogen, halogen, methyl, halomethyl or cyano; or R3 and R4 together form a bridging 1,3-butadiene group; R5 is chlorodifluoro-methyl or trifluoromethyl; n is 2 or 3; by reacting a compound of formula (II) wherein A1, A2, R1, R2, R3, R4, R5 and n is as defined under formula (I) above, with hydroxylamine, a base and a chiral catalyst, characterized in that the chiral catalyst is a dimeric chiral catalyst of formula (III) wherein R6, R7, R8, R9, R10 and X are as defmed in claim 1.
    Type: Application
    Filed: August 4, 2015
    Publication date: August 3, 2017
    Applicant: Syngenta Participations AG
    Inventors: Tomas SMEJKAL, Helmars SMITS
  • Patent number: 9718762
    Abstract: The present invention relates to novel triazole derivatives of formula (I) having insecticidal activity, to processes and intermediates for preparing them, to insecticidal, acaricidal, nematicidal or molluscicidal compositions comprising them and to methods of using them to combat and control insect, acarine, nematode or mollusc pests; wherein R1, R2, G1, G2, Q1 and Q2 are as defined in claim 1; or salts thereof.
    Type: Grant
    Filed: October 24, 2013
    Date of Patent: August 1, 2017
    Assignee: Syngenta Participations AG
    Inventors: Ottmar Franz Hueter, Pierre Joseph Marcel Jung, Thomas Pitterna, Helmars Smits, Andre Stoller
  • Publication number: 20170204072
    Abstract: The present invention relates to processes for the preparation of substituted cycloserine compounds of formula (I) wherein R1 is C1-C8alkyl, C1-C8haloalkyl, C3-C6 cycloalkyl, aryl or aryl substituted by one to five R11, or aryl-C1-C4alkylene or aryl-C1-C4alkylene substituted by one to five R11; and each R11 is independently C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, C1-C4haloalkoxy, cyano or halogen; The invention also relates to intermediates produced by the processes. Compounds of formula (I) are useful intermediates for the production of compounds in the agricultural and pharmaceutical fields.
    Type: Application
    Filed: April 3, 2017
    Publication date: July 20, 2017
    Applicant: Syngenta Participations AG
    Inventors: Tomas SMEJKAL, Helmars SMITS, Christian LOTHSCHUETZ, Miroslav TERINEK
  • Patent number: 9643938
    Abstract: The present invention relates to processes for the preparation of substituted cycloserine compounds of formula (I) wherein R1 is C1-C8alkyl, C1-C8haloalkyl, C3-C6cycloalkyl, aryl or aryl substituted by one to five R11, or aryl-C1-C4alkylene or aryl-C1-C4alkylene substituted by one to five R11; and each R11 is independently C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, C1-C4haloalkoxy, cyano or halogen; The invention also relates to intermediates produced by the processes. Compounds of formula (I) are useful intermediates for the production of compounds in the agricultural and pharmaceutical fields.
    Type: Grant
    Filed: April 30, 2015
    Date of Patent: May 9, 2017
    Assignee: Syngenta Participations AG
    Inventors: Tomas Smejkal, Helmars Smits, Christian Lothschuetz, Miroslav Terinek
  • Patent number: 9598369
    Abstract: The present invention provides a novel and improved process for the production of the production of hindered anilines containing perfluoroalky groups in good yield any by using close to stoichiometric amounts of acylating agent.
    Type: Grant
    Filed: April 1, 2014
    Date of Patent: March 21, 2017
    Assignee: Syngenta Participations AG
    Inventors: Helmars Smits, Thomas Pitterna, Ottmar Franz Hueter, Andrew Edmunds, Andre Stoller, Pierre Joseph Marcel Jung
  • Publication number: 20170044116
    Abstract: The present invention relates to processes for the preparation of substituted cycloserine compounds of formula (I) wherein R1 is C1-C8alkyl, C1-C8haloalkyl, C3-C6cycloalkyl, aryl or aryl substituted by one to five R11, or aryl-C1-C4alkylene or aryl-C1-C4alkylene substituted by one to five R11; and each R11 is independently C1-C4alkyl, C1-C4haloalkyl, C1-C4alkoxy, C1-C4haloalkoxy, cyano or halogen; The invention also relates to intermediates produced by the processes. Compounds of formula (I) are useful intermediates for the production of compounds in the agricultural and pharmaceutical fields.
    Type: Application
    Filed: April 30, 2015
    Publication date: February 16, 2017
    Applicant: Syngenta Participations AG
    Inventors: Tomas SMEJKAL, Helmars SMITS, Christian LOTHSCHUETZ, Miroslav TERINEK
  • Patent number: 9469633
    Abstract: The present invention relates to processes for the enantio-selective preparation of spyrrolidine derivatives useful in the manufacture of pesticidally active compounds, as well as to intermediates in the processes. The processes include those comprising (a-i) reacting a compound of formula Ia wherein P is alkyl, aryl or heteroaryl, each optionally substituted, wherein the heteroaryl is connected at P via a ring carbon atom; R1 is chlorodifluoromethyl or trifluoromethyl; R2 is aryl or heteroaryl, each optionally substituted; with a source of cyanide in the presence a chiral catalyst to give a compound of formula IIa wherein P, R1 and R2 are as defined for the compound of formula Ia; and (a-ii) oxidizing the compound of formula IIa with a peroxy acid, or peroxide in the presence of an acid to give a compound of formula VI wherein R1 and R2 are as defined for the compound of formula Ia.
    Type: Grant
    Filed: September 28, 2012
    Date of Patent: October 18, 2016
    Assignee: Syngenta Participations AG
    Inventors: Tomas Smejkal, Helmars Smits, Sebastian Volker Wendeborn, Guillaume Berthon, Jerome Yves Cassayre, Myriem El Qacemi
  • Publication number: 20160168097
    Abstract: The present invention provides a novel and improved process for the production of the production of hindered anilines containing perfluoroalky groups in good yield any by using close to stoichiometric amounts of acylating agent.
    Type: Application
    Filed: April 1, 2014
    Publication date: June 16, 2016
    Applicant: Syngenta Participations AG
    Inventors: Helmars Smits, Thomas Pitterna, Ottmar Franz Hueter, Andrew Edmunds, Andre Stoller, Pierre Joseph Marcel Jung