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Synthesis of 4,4′‐BIS([ 3 H]methylsulphonyl)‐2,2′,5,5′‐tetrachlorobiphenyl
Author(s) -
KlassonWehler E.,
Bergman A. L.,
Wachtmeister C. A.
Publication year - 1983
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580201212
Subject(s) - chemistry , methyl iodide , tritium , nucleophile , medicinal chemistry , hydrogen , sodium , potassium , hydrogen sulphide , iodide , sodium iodide , radiochemistry , stereochemistry , nuclear chemistry , inorganic chemistry , organic chemistry , sulfur , catalysis , physics , nuclear physics
Tritium labelled 4,4′‐bis(methylsulphonyl)‐2,2′,5,5′‐tetrachlorobiphenyl with tritium in one or both methyl groups was synthesized. Sequential nucleophilic substitutions of 2,2′,4,4′,5,5′‐hexachlorobiphenyl with methane thiolate and sodium hydrogen sulphide respectively, gave 4′‐methylthio‐2,2′,5,5′‐tetrachloro‐4‐biphenylthiol which subsequently was methylated with [ 3 H]methyl iodide and oxidized. 2,2′,5,5′‐Tetrachlorobenzidine was diazotized and coupled with potassium O ‐ethyl dithiocarbonate. The product was reduced, methylated and oxidized to the sulphone with uniformly labelled methyl groups.