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

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 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.

Inventors:
 [1];  [1];  [2];  [3]
  1. Santa Fe, NM
  2. (Los Alamos, NM)
  3. Los Alamos, NM
Issue Date:
Research Org.:
Los Alamos National Lab. (LANL), Los Alamos, NM (United States)
OSTI Identifier:
879908
Patent Number(s):
6713044
Application Number:
10/342577
Assignee:
The Regents of the University of California (Los Alamos, NM)
Patent Classifications (CPCs):
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07B - GENERAL METHODS OF ORGANIC CHEMISTRY
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., and Unkefer, Clifford J. Synthesis Of [2h, 13c] And [2h3, 13c]Methyl Aryl Sulfides. United States: N. p., 2004. Web.
Martinez, Rodolfo A, Alvarez, Marc A, Silks, III, Louis A., & Unkefer, Clifford J. Synthesis Of [2h, 13c] And [2h3, 13c]Methyl Aryl Sulfides. United States.
Martinez, Rodolfo A, Alvarez, Marc A, Silks, III, Louis A., and Unkefer, Clifford J. Tue . "Synthesis Of [2h, 13c] And [2h3, 13c]Methyl Aryl Sulfides". United States. https://www.osti.gov/servlets/purl/879908.
@article{osti_879908,
title = {Synthesis Of [2h, 13c] And [2h3, 13c]Methyl Aryl Sulfides},
author = {Martinez, Rodolfo A and Alvarez, Marc A and Silks, III, Louis A. and Unkefer, Clifford J},
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 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.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2004},
month = {3}
}

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Works referenced in this record:

Large-Scale Preparation of [ 13 C]Methyl Phenyl Sulfide from [ 13 C]Methanol by a One-Step Process
journal, November 2002


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
journal, January 2003

  • Coumbarides, Gregory S.; Eames, Jason; Weerasooriya, Neluka
  • Journal of Labelled Compounds and Radiopharmaceuticals, Vol. 46, Issue 4
  • https://doi.org/10.1002/jlcr.666