Patents by Inventor Siegfried R. Waldvogel

Siegfried R. Waldvogel 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: 20230212762
    Abstract: A method for the electrochemical preparation of alkanedicarboxylic acids involves a ring-opening oxidation with a doped Ni(O)OH foam electrode in an aqueous alkaline solution.
    Type: Application
    Filed: May 26, 2021
    Publication date: July 6, 2023
    Applicant: Evonik Operations GmbH
    Inventors: Frank Weinelt, Franz-Erich Baumann, Siegfried R. Waldvogel, Anna-Lisa Rauen
  • Publication number: 20230183177
    Abstract: The present invention relates to a novel biocatalytic process for the stereoselective preparation of alpha amino amide compounds catalyzed by NHase enzymes. A further aspect of the invention relates to novel NHase enzymes as well as further improved NHase enzyme mutants, nucleic acid molecules encoding these enzymes, recombinant microorganisms suitable for preparing such enzymes and mutants. Another aspect of the invention relates to a chemo-biocatalytic process for the preparation of lactam compounds comprising the new catalytic process for the preparation of alpha amino amide compounds catalyzed by NHase enzymes, as well as the chemical oxidation of the alpha amino amide by applying certain chemical oxidation catalysts suitable for converting the alpha amino amide under retention of its stereochemical configuration to the respective lactam. The novel chemo-biocatalytic process is particularly suited for the synthesis of valuable pharmaceutical compounds, like in particular (S)-Levetiracetam.
    Type: Application
    Filed: April 23, 2021
    Publication date: June 15, 2023
    Inventors: Birgit GRILL, Margit WINKLER, Helmut SCHWAB, Gernot STROHMEIER, Kai DONSBACH, Siegfried R. WALDVOGEL, Sebastian ARNDT, Dominik WEIS
  • Publication number: 20230159452
    Abstract: The present invention relates to regioselective chemical and electrochemical processes for the preparation of an oxidized heterocyclic alpha-amino amide compounds. By applying specific catalysts or catalyst systems during chemical oxidation or by applying particular electrochemical oxidation conditions the present invention provides access to valuable alpha amino amide compounds, which are oxidized at the heterocyclic amino group by regioselective introduction of either a hydroxyl or a keto group. In a more particular embodiment, the present invention describes a chemical oxidation reaction, which advantageously is applicable in the enantioselective synthesis of valuable oxidized heterocyclic alpha-amino amide compounds, like levetiracetam, brivaracetam or the synthesis of piracetam. Another aspect of the present invention relates to a process for the electrochemical recycling of alkali perhalogenate oxidants as spent during said regioselective oxidation reactions of the invention.
    Type: Application
    Filed: April 23, 2021
    Publication date: May 25, 2023
    Inventors: Siegfried R. WALDVOGEL, Sebastian ARNDT, Dominik WEIS, Kai DONSBACH, Alexander Matthias NAUTH, Till OPATZ
  • Publication number: 20230053763
    Abstract: In various aspects and embodiments the invention provides a method for preparing a metal periodate by anodic oxidation of a metal iodide in an electrolysis cell comprising one or more anodes and one or more cathodes, characterised in that the one or more anodes are carbon-comprising electrodes. In certain embodiments the method is characterised in that the one or more anodes comprise a diamond layer doped with one or more IUPAC group 13, 15 or 16 elements of the periodic table.
    Type: Application
    Filed: December 4, 2020
    Publication date: February 23, 2023
    Inventors: Siegfried R. Waldvogel, Sebastian Arndt, Dominik Weis, Kai Donsbach
  • Patent number: 10422047
    Abstract: An electrochemical method for C—C coupling a phenol and an aniline in a reaction vessel containing a suitable solvent or solvent mixture and a conductive salt to produce biaryls having both hydroxyl and amino functions, wherein the difference in the oxidation potentials ?E of the substrates ranges from 10 mV to 450 mV and the substrate with the highest oxidation potential is in excess, which method dispenses with multi-step syntheses using metallic reagents.
    Type: Grant
    Filed: February 19, 2014
    Date of Patent: September 24, 2019
    Assignee: Evonik Degussa GmbH
    Inventors: Katrin Marie Dyballa, Robert Franke, Dirk Fridag, Siegfried R. Waldvogel, Bernd Elsler
  • Patent number: 10266955
    Abstract: An electrochemical method for coupling anilines. When coupling two different anilines, the difference of the oxidation potential of the substrates is in the region of between 10 mV to 450 mV, and the aniline with the highest oxidation potential is added in excess. The method allows biaryldiamines to be electrochemically produced, and can avoid the need for multi-step syntheses using metallic reagents.
    Type: Grant
    Filed: February 26, 2014
    Date of Patent: April 23, 2019
    Assignee: Evonik Degussa GmbH
    Inventors: Katrin Marie Dyballa, Robert Franke, Dirk Fridag, Siegfried R. Waldvogel, Bernd Elsler
  • Patent number: 10249906
    Abstract: An electrolyte composition (A) containing (i) at least one aprotic organic solvent; (ii) at least one conducting salt; (iii) at least one compound of formula (I) wherein A1, A2, A3, A4, A5, and A6 are independently from each other selected from H and F, wherein at least one of the group A1, A2, A3, A4, A5, and A6 is F; R is selected from R1, and C(O)OR1, and R1 is selected from C1-C6 alkyl, C3-C6 cycloalkyl, C2-C6 alkenyl, C3-C6 cycloalkenyl, C5-C7 (hetero)aryl, and C2-C6 alkinyl, wherein alkyl, cycloalkyl, alkenyl, cycloalkenyl, (hetero)aryl, and alkinyl may be substituted by one or more F; and (iv) optionally at least one further additive.
    Type: Grant
    Filed: December 6, 2013
    Date of Patent: April 2, 2019
    Assignee: BASF SE
    Inventors: Arnd Garsuch, Michael Schmidt, Siegfried R. Waldvogel, Robert Francke
  • Patent number: 10196747
    Abstract: Novel 2,2?-diaminobiaryls having two secondary amines and an electrochemical process for preparation thereof.
    Type: Grant
    Filed: July 23, 2015
    Date of Patent: February 5, 2019
    Assignee: EVONIK DEGUSSA GMBH
    Inventors: Katrin Marie Dyballa, Robert Franke, Dirk Fridag, Siegfried R. Waldvogel, Bernd Elsler, Mathias Enders
  • Patent number: 10131607
    Abstract: The present invention relates to a process for preparing unsymmetric compounds from the group of the m-terphenyls which can be used as unsymmetric OCO pincer ligands, comprising the process steps of a) reacting a first substituted or unsubstituted phenol with a 1,3-disubstituted arene which may likewise be substituted in the 2 and 5 positions to obtain a phenol-arene coupling product and b) optionally protecting the OH group of the phenol-arene coupling product with a protecting group to obtain a protected phenol-arene coupling product, and c) reacting the phenol-arene coupling product from a) or b) with a second substituted or unsubstituted phenol to obtain an unsymmetric m-terphenyl, with the proviso that the first phenol and the second phenol have different substitution, characterized in that at least one of process steps a) and c) is conducted as an electrochemical process step.
    Type: Grant
    Filed: August 18, 2016
    Date of Patent: November 20, 2018
    Assignee: EVONIK DEGUSSA GMBH
    Inventors: Katrin Marie Dyballa, Robert Franke, Dirk Fridag, Siegfried R. Waldvogel, Bernd Elsler, Anton Wiebe, Sebastian Lips
  • Patent number: 10131623
    Abstract: The present invention relates to a process for preparing compounds of the formula ABA by reacting a compound of the formula (A) with a compound of the formula (B) with X=—OR? or —NHR? and R?=H or a protecting group function and R1, R2, R3, R4, R5, R6, R7 and R8 are each independently selected from the group comprising hydrogen, (C1-C12)-alkyl, O—(C1-C12)-alkyl, (C6-C20)-aryl, O—(C6-C20)-aryl, where two of the R1 to R4 radicals may also be joined via a covalent bond, and halogen, which is characterized in that the reaction is conducted electrochemically.
    Type: Grant
    Filed: August 18, 2016
    Date of Patent: November 20, 2018
    Assignee: EVONIK DEGUSSA GMBH
    Inventors: Katrin Marie Dyballa, Robert Franke, Dirk Fridag, Siegfried R. Waldvogel, Bernd Elsler, Anton Wiebe
  • Patent number: 10131628
    Abstract: An electrochemical treatment of differently protected aniline or napthylamine results in the preparation of unsymmetrical 2, 2?-diaminebiaryls provided with different protecting groups. The treatment involves the protecting groups prior to the C, C coupling step. The co-reactants generally have different oxidation potentials which results from the selection of the protecting groups. The treatment also enables controlled access to the individual amino functions of the 2, 2?-diaminobiaryls by subsequent selective deprotection.
    Type: Grant
    Filed: July 23, 2015
    Date of Patent: November 20, 2018
    Assignee: EVONIK DEGUSSA GMBH
    Inventors: Katrin Marie Dyballa, Robert Franke, Dirk Fridag, Siegfried R. Waldvogel, Bernd Elsler, Mathias Enders
  • Patent number: 10125093
    Abstract: Novel 2,2?-diaminobiaryls having one primary and one secondary amine and an electrochemical process for preparation thereof.
    Type: Grant
    Filed: July 23, 2015
    Date of Patent: November 13, 2018
    Assignee: EVONIK DEGUSSA GMBH
    Inventors: Katrin Marie Dyballa, Robert Franke, Dirk Fridag, Siegfried R. Waldvogel, Bernd Elsler, Mathias Enders
  • Publication number: 20180305830
    Abstract: The invention relates to a method for producing an amino-functional aromatic compound which has a benzyl CH function. The production takes place on a boron-doped diamond electrode (BDD) in the presence of a pyridine-based aminating reagent. The invention further relates to a compound of the formula (IV) according to the invention, to a composition containing amino-functional aromatic compounds, to a method for producing a compound containing isocyanate groups, and to the compounds thus obtained.
    Type: Application
    Filed: October 12, 2016
    Publication date: October 25, 2018
    Applicant: Covestro Deutschland AG
    Inventors: Frank RICHTER, Hartmut NEFZGER, Siegfried R. WALDVOGEL, Sebastian HEROLD
  • Patent number: 10106497
    Abstract: The present invention relates to a method for coupling two arenes with selenium dioxide to give a selenobiaryl ether. The method of the present invention includes: adding a first arene to the reaction mixture, adding a second arene to the reaction mixture, adding selenium dioxide to the reaction mixture, adding an acid having a pKa in the range from 0 to 5 to the reaction mixture, and adjusting the reaction temperature of the reaction mixture such that the first arene and the second arene are converted to a selenobiaryl ether. The present invention also relates to novel selenobiaryl ethers.
    Type: Grant
    Filed: May 18, 2016
    Date of Patent: October 23, 2018
    Assignee: EVONIK DEGUSSA GMBH
    Inventors: Katrin Marie Dyballa, Robert Franke, Siegfried R Waldvogel, Thomas Quell, Michael Mirion
  • Patent number: 9950979
    Abstract: A process for preparing unsymmetric biphenols, comprising: a) adding a first substituted phenol to the reaction mixture; b) adding a second substituted phenol having different substitution than the first phenol to the reaction mixture; c) adding selenium dioxide to the reaction mixture; d) adding a solvent; and e) heating the reaction mixture such that the first substituted phenol and the second phenol having different substitution are converted to an unsymmetric biphenol.
    Type: Grant
    Filed: May 20, 2015
    Date of Patent: April 24, 2018
    Assignee: Evonik Degussa GmbH
    Inventors: Katrin Marie Dyballa, Robert Franke, Dirk Fridag, Michael Mirion, Thomas Quell, Siegfried R. Waldvogel
  • Patent number: 9879353
    Abstract: Electrochemical process for coupling two phenols of different oxidation potential, and novel biphenols which can be prepared by this electrochemical coupling.
    Type: Grant
    Filed: December 10, 2013
    Date of Patent: January 30, 2018
    Assignee: Evonik Degussa GmbH
    Inventors: Katrin Marie Dyballa, Robert Franke, Dirk Fridag, Siegfried R. Waldvogel, Bernd Elsler
  • Publication number: 20170349520
    Abstract: Novel singly protected 2,2?-dihydroxybiaryls, electrochemical process for preparation of singly protected 2,2?-dihydroxybiaryls.
    Type: Application
    Filed: July 23, 2015
    Publication date: December 7, 2017
    Applicant: EVONIK DEGUSSA GMBH
    Inventors: Katrin Marie DYBALLA, Robert FRANKE, Dirk FRIDAG, Siegfried R. WALDVOGEL, Bernd ELSLER, Anton WIEBE
  • Publication number: 20170305846
    Abstract: Novel 2,2?-diaminobiaryls having two secondary amines and an electrochemical process for preparation thereof.
    Type: Application
    Filed: July 23, 2015
    Publication date: October 26, 2017
    Applicant: EVONIK DEGUSSA GMBH
    Inventors: Katrin Marie DYBALLA, Robert FRANKE, Dirk FRIDAG, Siegfried R. WALDVOGEL, Bernd ELSLER, Mathias ENDERS
  • Publication number: 20170298013
    Abstract: Novel 2,2?-diamino biaryls of formula (I), (II) and (III), wherein R1-R10, R1?-R10?, X1-X3 and X1-X3? are defined in claim 1. The invention also relates to an electrochemical method for the production thereof.
    Type: Application
    Filed: July 23, 2015
    Publication date: October 19, 2017
    Applicant: EVONIK DEGUSSA GMBH
    Inventors: Katrin Marie DYBALLA, Robert FRANKE, Dirk FRIDAG, Siegfried R. WALDVOGEL, Bernd ELSLER, Mathias ENDERS
  • Publication number: 20170291871
    Abstract: Novel 2,2?-diaminobiaryls having one primary and one secondary amine and an electrochemical process for preparation thereof.
    Type: Application
    Filed: July 23, 2015
    Publication date: October 12, 2017
    Applicant: EVONIK DEGUSSA GMBH
    Inventors: Katrin Marie DYBALLA, Robert FRANKE, Dirk FRIDAG, Siegfried R. WALDVOGEL, Bernd ELSLER, Mathias ENDERS