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Synthesis Of [2h, 13c] And [2h3, 13c]Methyl Aryl Sulfides

Patent ·
OSTI ID:879908

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 sulfides wherein the .sup.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 ##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 [.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 sulfides wherein the .sup.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 [.sup.2 H.sub.1, .sup.13 C]methyl iodide and [.sup.2 H.sub.2, .sup.13 C]methyl iodide.

Research Organization:
Los Alamos National Laboratory
DOE Contract Number:
W-7405-ENG-36
Assignee:
The Regents of the University of California (Los Alamos, NM)
Patent Number(s):
US 6,713,044
Application Number:
10/342577
OSTI ID:
879908
Country of Publication:
United States
Language:
English

References (3)

Synthese und NMR-Spektren einiger 13 C-markierter Thio- und Seleno-äther, -acetale und -orthoester journal June 1984
A practical laboratory route to the synthesis of trideuteriomethyl-[13C] iodide
  • Coumbarides, Gregory S.; Eames, Jason; Weerasooriya, Neluka
  • Journal of Labelled Compounds and Radiopharmaceuticals, Vol. 46, Issue 4 https://doi.org/10.1002/jlcr.666
journal January 2003
Large-Scale Preparation of [ 13 C]Methyl Phenyl Sulfide from [ 13 C]Methanol by a One-Step Process journal November 2002