Title:
SYNTHESIS OF [<2>H1, <13>C], [<2>H2, <13>C], AND [<2>H3, <13>C]METHYL ARYL SULFIDES
Document Type and Number:
WIPO Patent Application WO2003068737
Kind Code:
A3
Abstract:
The present invention is directed to labeled compounds, [<2 >111, <13>C],< >[<2 >H2, 13C] and [<2 >H3, <13>C]methyl aryl sulfides wherein the <13>C< >methyl group attached to the sulfur of the sulfide includes exactly one, two or three deuterium atoms and the aryl group is selected from the group consisting of 1-naphthyl, substituted 1-naphthyl, 2-naphthyl, substituted 2-naphthyl, and phenyl groups with the structure R3 wherein R1, R2, R3, R4 and RS are each independently, hydrogen, a C1-C4 lower alkyl, a halogen, an amino group from the group consisting of NH2, NHR and NRR' where and R' are each a C1-C4 lower alkyl, a phenyl, or an alkoxy group. The present invention is also directed to processes of preparing [2 H1, 13C], [2 H2, 13 C] and [<2 >H3, <13>C]methyl aryl sulfides wherein the <13>C< >methyl group attached to the sulfur of the sulfide includes exactly one, two or three deuterium atoms. The present invention is also directed to the labeled compounds of [<2 >H1, <13>C]methyl iodide and [<2 >H2, <13>C]methyl iodide.
Inventors:
MARTINEZ RODOLFO A
ALVAREZ MARC A
SILKS LOUIS A III
UNKEFER CLIFFORD J
ALVAREZ MARC A
SILKS LOUIS A III
UNKEFER CLIFFORD J
Application Number:
PCT/US2003/003523
Publication Date:
December 24, 2003
Filing Date:
February 06, 2003
Export Citation:
Assignee:
UNIV CALIFORNIA (US)
International Classes:
C07C17/093; C07C19/07; C07C319/04; C07C321/28; (IPC1-7): A61K51/04; C07C21/00; C07C321/12; C07C321/24
Other References:
MARTINEZ ET AL.: "Large-scale preparation of (13C) methyl phenyl sulfide from (13C) methanol by a one-step process", ORGANIC PROCESS RESEARCH 7 DEVELOPMENT, vol. 6, 2002, pages 851 - 854, XP002967522
DATABASE CAPLUS [online] BRONSTRUP ET AL.: "A mechanistic study of the FeO+-mediated decomposition pathways of phenol, anisole and their thio analogues", XP002967523, accession no. STN Database accession no. 2000-41522
DATABASE CAPLUS [online] BAILEY ET AL.: "Thermal degradation of poly (2-deuteropropene) and poly (3,3,3-trideutropropene)", XP002967524, accession no. STN Database accession no. 1972-4301
DATABASE CAPLUS [online] STUETZEL ET AL.: "Carbon - 13-enriched monomers for NMR spectroscopy of polymers", XP002967525, accession no. STN Database accession no. 1976-136077
DATABASE CAPLUS [online] SCHROCK ET AL.: "Multiple metal-carbon bonds. 7. Preparation and characterization of Ta(.eta.5--C5H5)2(CH)(CH), a study of its decomposition and some simple reactions", XP002967526, accession no. STN Database accession no. 1978-443665
DATABASE CAPLUS [online] EAST: "Monodeuterated methyl iodide", XP002967527, accession no. STN Database accession no. 1985-61791
DATABASE CAPLUS [online] BRONSTRUP ET AL.: "A mechanistic study of the FeO+-mediated decomposition pathways of phenol, anisole and their thio analogues", XP002967523, accession no. STN Database accession no. 2000-41522
DATABASE CAPLUS [online] BAILEY ET AL.: "Thermal degradation of poly (2-deuteropropene) and poly (3,3,3-trideutropropene)", XP002967524, accession no. STN Database accession no. 1972-4301
DATABASE CAPLUS [online] STUETZEL ET AL.: "Carbon - 13-enriched monomers for NMR spectroscopy of polymers", XP002967525, accession no. STN Database accession no. 1976-136077
DATABASE CAPLUS [online] SCHROCK ET AL.: "Multiple metal-carbon bonds. 7. Preparation and characterization of Ta(.eta.5--C5H5)2(CH)(CH), a study of its decomposition and some simple reactions", XP002967526, accession no. STN Database accession no. 1978-443665
DATABASE CAPLUS [online] EAST: "Monodeuterated methyl iodide", XP002967527, accession no. STN Database accession no. 1985-61791
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