Synthesis Of [2h, 13c]M [2h2m 13c], And [2h3,, 13c] Methyl Aryl Sulfones And Sulfoxides
Abstract
The present invention is directed to labeled compounds, [.sup.2 H.sub.1, .sup.13 C], [.sup.2 H.sub.2, .sup.13 C] and [.sup.2 H.sub.3, .sup.13 C]methyl aryl sulfones and [.sup.2 H.sub.1, .sup.13 C], [.sup.2 H.sub.2, .sup.13 C] and [.sup.2 H.sub.3, .sup.13 C]methyl aryl sulfoxides, wherein the .sup.13 C methyl group attached to the sulfur of the sulfone or sulfoxide 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: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are each independently, hydrogen, a C.sub.1 -C.sub.4 lower alkyl, a halogen, an amino group from the group consisting of NH.sub.2, NHR and NRR' where R and R' are each a C.sub.1 -C.sub.4 lower alkyl, a phenyl, or an alkoxy group. The present invention is also directed to processes of preparing methyl aryl sulfones and methyl aryl sulfoxides.
- Inventors:
-
- Santa Fe, NM
- (Los Alamos, NM)
- Los Alamos, NM
- Issue Date:
- Research Org.:
- Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)
- OSTI Identifier:
- 879907
- Patent Number(s):
- 6764673
- Application Number:
- 10/342521
- Assignee:
- The Regents of the University of California (Los Alamos, NM)
- Patent Classifications (CPCs):
-
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07B - GENERAL METHODS OF ORGANIC CHEMISTRY
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
- DOE Contract Number:
- W-7405-ENG-36
- Resource Type:
- Patent
- Country of Publication:
- United States
- Language:
- English
Citation Formats
Martinez, Rodolfo A, Alvarez, Marc A, Silks, III, Louis A., Unkefer, Clifford J, and Schmidt, Jurgen G. Synthesis Of [2h, 13c]M [2h2m 13c], And [2h3,, 13c] Methyl Aryl Sulfones And Sulfoxides. United States: N. p., 2004.
Web.
Martinez, Rodolfo A, Alvarez, Marc A, Silks, III, Louis A., Unkefer, Clifford J, & Schmidt, Jurgen G. Synthesis Of [2h, 13c]M [2h2m 13c], And [2h3,, 13c] Methyl Aryl Sulfones And Sulfoxides. United States.
Martinez, Rodolfo A, Alvarez, Marc A, Silks, III, Louis A., Unkefer, Clifford J, and Schmidt, Jurgen G. Tue .
"Synthesis Of [2h, 13c]M [2h2m 13c], And [2h3,, 13c] Methyl Aryl Sulfones And Sulfoxides". United States. https://www.osti.gov/servlets/purl/879907.
@article{osti_879907,
title = {Synthesis Of [2h, 13c]M [2h2m 13c], And [2h3,, 13c] Methyl Aryl Sulfones And Sulfoxides},
author = {Martinez, Rodolfo A and Alvarez, Marc A and Silks, III, Louis A. and Unkefer, Clifford J and Schmidt, Jurgen G},
abstractNote = {The present invention is directed to labeled compounds, [.sup.2 H.sub.1, .sup.13 C], [.sup.2 H.sub.2, .sup.13 C] and [.sup.2 H.sub.3, .sup.13 C]methyl aryl sulfones and [.sup.2 H.sub.1, .sup.13 C], [.sup.2 H.sub.2, .sup.13 C] and [.sup.2 H.sub.3, .sup.13 C]methyl aryl sulfoxides, wherein the .sup.13 C methyl group attached to the sulfur of the sulfone or sulfoxide 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: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are each independently, hydrogen, a C.sub.1 -C.sub.4 lower alkyl, a halogen, an amino group from the group consisting of NH.sub.2, NHR and NRR' where R and R' are each a C.sub.1 -C.sub.4 lower alkyl, a phenyl, or an alkoxy group. The present invention is also directed to processes of preparing methyl aryl sulfones and methyl aryl sulfoxides.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2004},
month = {7}
}
Works referenced in this record:
.alpha.,.beta.-Epoxy sulfoxides as useful intermediates in organic synthesis. 22. Stereospecific desulfinylation of sulfinylaziridines with alkylmetals: a novel synthesis including asymmetric synthesis of (Z)-N-arylaziridines and some mechanistic studies
journal, August 1989
- Satoh, Tsuyoshi; Sato, Takahiko; Oohara, Teruhiko
- The Journal of Organic Chemistry, Vol. 54, Issue 16
Chemoselective oxidation of sulfides to sulfones with potassium hydrogen persulfate
journal, January 1981
- Trost, Barry M.; Curran, Dennis P.
- Tetrahedron Letters, Vol. 22, Issue 14
Oxidation of thioanisoles and methyl phenyl sulfoxides by oxo(phosphine)ruthenium(IV) complexes
journal, January 1993
- Acquaye, John Henry; Muller, James G.; Takeuchi, Kenneth J.
- Inorganic Chemistry, Vol. 32, Issue 2
Direct EPR Spectroscopic Evidence for an Allylic Radical Generated from ( E )-2‘-Fluoromethylene-2‘-deoxycytidine 5‘-Diphosphate by E. coli Ribonucleotide Reductase
journal, May 1998
- van der Donk, Wilfred A.; Gerfen, Gary J.; Stubbe, JoAnne
- Journal of the American Chemical Society, Vol. 120, Issue 17
Mechanism of the Oxidation of Sulfides by Dioxiranes. 1. Intermediacy of a 10-S-4 Hypervalent Sulfur Adduct
journal, August 2002
- González-Núñez, María Elena; Mello, Rossella; Royo, Jorge
- Journal of the American Chemical Society, Vol. 124, Issue 31