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).

  • 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
  • Publication number: 20160159799
    Abstract: A process for making certain spiroheterocyclic pyrrolidine dione derivatives.
    Type: Application
    Filed: July 11, 2014
    Publication date: June 9, 2016
    Applicant: SYNGENTA PARTICIPATIONS AG
    Inventors: Edouard Godineau, Tomas Smejkal, Sophie Pelletier, Michel Muehlebach, Regis Jean Georges Mondiere, Helmars Smits, Jochen Weckesser, Alan James Robinson
  • Publication number: 20160073631
    Abstract: The present invention provides stereoselective processes for the preparation of compounds of formula (I) wherein P is phenyl, naphthyl, a 6-membered heteroaryl group containing one or two nitrogen atoms as ring members, or a 10-membered bicyclic heteroaryl group containing one or two nitrogen atoms as ring members, and wherein the phenyl, naphthyl and heteroaryl groups are optionally substituted; R1 is chlorodifluoromethyl or trifluoromethyl; R2 is optionally substituted aryl or optionally substituted heteroaryl; n is 0 or 1; including the process comprising (a-i) reacting a compound of formula II wherein P, R1 and R2 are as defined for the compound of formula I; with nitromethane in the presence a chiral catalyst to give a compound of formula III wherein P, R1 and R2 are as defined for the compound of formula I; and (a-ii) reductively cyclising the compound of formula III to give the compound of formula I.
    Type: Application
    Filed: November 19, 2015
    Publication date: March 17, 2016
    Applicants: Syngenta Participations AG, Syngenta Limited
    Inventors: Myriem EL QACEMI, Helmars SMITS, Jerome Yves CASSAYRE, Nicholas Phillip MULHOLLAND, Peter RENOLD, Edouard GODINEAU, Thomas PITTERNA
  • Patent number: 9233920
    Abstract: The present invention provides stereoselective processes for the preparation of compounds of formula (I) wherein P is phenyl, naphthyl, a 6-membered heteroaryl group containing one or two nitrogen atoms as ring members, or a 10-membered bicyclic heteroaryl group containing one or two nitrogen atoms as ring members, and wherein the phenyl, naphthyl and heteroaryl groups are optionally substituted; R1 is chlorodifluoromethyl or trifluoromethyl; R2 is optionally substituted aryl or optionally substituted heteroaryl; n is 0 or 1; including the process comprising (a-i) reacting a compound of formula II wherein P, R1 and R2 are as defined for the compound of formula I; with nitromethane in the presence a chiral catalyst to give a compound of formula III Wherein P, R1 and R2 are as defined for the compound of formula I; and (a-ii) reductively cyclizing the compound of formula III to give the compound of formula I.
    Type: Grant
    Filed: June 14, 2011
    Date of Patent: January 12, 2016
    Assignees: Syngenta Participations AG, Syngenta Limited
    Inventors: Myriem El Qacemi, Helmars Smits, Jerome Yves Cassayre, Nicholas Phillip Mulholland, Peter Renold, Edouard Godineau, Thomas Pitterna
  • Publication number: 20150376135
    Abstract: The present invention relates to a process for the preparation of bisdihaloalkyl pyrazoles of formula (V) starting from diketones and acylhalides reacted with a Lewis acid, and a subsequent reaction with a substituted hydrazine.
    Type: Application
    Filed: February 7, 2014
    Publication date: December 31, 2015
    Applicant: Syngenta Participations AG
    Inventors: Anup JAWALEKAR, Helmars SMITS, Laura QUARANTA, Sitaram PAL, David Anthony JACKSON
  • Publication number: 20150291510
    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: October 24, 2013
    Publication date: October 15, 2015
    Inventors: Ottmar Franz Hueter, Pierre Joseph Marcel Jung, Thomas Pitterna, Helmars Smits, Andre Stoller
  • Patent number: 9006456
    Abstract: The present invention provides processes for the preparation of compounds of formula (I) including processes comprising a. reacting a compound of formula (II) with a nucleophile in the presence of water to give a compound comprising a thietane moiety in which the carbon atom at the 3 position of the thietane moiety is bonded to a nitrogen atom; wherein the nucleophile is selected the group consisting of: N3?, a sulfonamide having two hydrogen atoms bound to the nitrogen atom, a diimide having a hydrogen atom bound to the nitrogen atom or an anion thereof, NH2OH and NH3; and b. when the nucleophile used in step a. is N3? or NH2OH, reacting the compound produced in step a. with a suitable reducing agent to give a compound of formula (I); or when the nucleophile used in step a. is a sulfonamide, reacting the compound produced in step a. with a reagent suitable for cleaving the S—N bond of the sulfonamide group to give a compound of formula (I); or when the nucleophile used in step a.
    Type: Grant
    Filed: July 5, 2012
    Date of Patent: April 14, 2015
    Assignee: Syngenta Participations AG
    Inventors: Jerome Yves Cassayre, Edouard Godineau, Mohamed Abdelouahab Boussemghoune, Helmars Smits
  • Publication number: 20140296527
    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) oxidising 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: Application
    Filed: September 28, 2012
    Publication date: October 2, 2014
    Applicant: SYNGENTA PARTICIPATIONS AG
    Inventors: Tomas Smejkal, Helmars Smits, Sebastian Volker Wendeborn, Guillaume Berthon, Jerome Yves Cassayre, Myriem El Qacemi
  • Publication number: 20140187788
    Abstract: The present invention provides processes for the preparation of compounds of formula (I) including processes comprising a. reacting a a compound comprising a thietane moiety in which the carbon atom at the 3 position of the thietane moiety is bonded to a nitrogen atom; wherein the nucleophile is selected the group consisting of: N3?, a sulfonamide having two hydrogen atoms bound to the nitrogen atom, a diimide having a hydrogen atom bound to the nitrogen atom or an anion thereof, NH2OH and NH3; and b. when the nucleophile used in step a. is N3? or NH2OH, reacting the compound produced in step a. with a suitable reducing agent to give a compound of formula (I); or when the nucleophile used in step a. is a sulfonamide, reacting the compound produced in step a. with a reagent suitable for cleaving the S—N bond of the sulfonamide group to give a compound of formula (I); or when the nucleophile used in step a. is a diimide, reacting the compound produced in step a.
    Type: Application
    Filed: July 5, 2012
    Publication date: July 3, 2014
    Applicant: SYNGENTA PARTICIPATIONS AG
    Inventors: Jerome Yves Cassayre, Edouard Godineau, Mohamed Abdelouahab Boussemghoune, Helmars Smits
  • Publication number: 20130237583
    Abstract: The present invention provides stereoselective processes for the preparation of compounds of formula (I) wherein P is phenyl, naphthyl, a 6-membered heteroaryl group containing one or two nitrogen atoms as ring members, or a 10-membered bicyclic heteroaryl group containing one or two nitrogen atoms as ring members, and wherein the phenyl, naphthyl and heteroaryl groups are optionally substituted; R1 is chlorodifluoromethyl or trifluoromethyl; R2 is optionally substituted aryl or optionally substituted heteroaryl; n is 0 or 1; including the process comprising (a-i) reacting a compound of formula II wherein P, R1 and R2 are as defined for the compound of formula I; with nitromethane in the presence a chiral catalyst to give a compound of formula III Wherein P, R1 and R2 are as defined for the compound of formula I; and (a-ii) reductively cyclising the compound of formula III to give the compound of formula I.
    Type: Application
    Filed: June 14, 2011
    Publication date: September 12, 2013
    Applicant: SYNGENTA CROP PROTECTION LLC
    Inventors: Myriem El Qacemi, Helmars Smits, Jerome Yves Cassayre, Nicholas Phillip Mulholland, Peter Renold, Edouard Godineau, Thomas Pitterna