Premium
Synthesis and characterization of carbon‐14 labelled 4, 4′‐ diaminodiphenyl sulfone (dapsone‐ 14 C; DDS‐ 14 C)
Author(s) -
Blackburn C. E.,
Glazko A. J.
Publication year - 1972
Publication title -
journal of labelled compounds
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0022-2135
DOI - 10.1002/jlcr.2590080108
Subject(s) - sulfone , acetanilide , aniline , chemistry , yield (engineering) , hydrogen peroxide , sulfoxide , medicinal chemistry , nuclear chemistry , hydrolysis , organic chemistry , polymer chemistry , materials science , metallurgy
Abstract 4, 4′‐Diaminodiphenyl‐ 14 C sulfone Named as 4, 4′‐sulfonyldianiline in Chemical Abstracts . (DDS‐ 14 C) was synthesized in four steps. Uniformly carbon‐14 labelled aniline hydrochloride was first acetylated to yield acetanilide (phenyl‐ 14 C). This was coupled with SOCL 2 and AlCl 3 in a Friedel‐Crafts reaction to yield 4, 4′‐diacetamidodiphenyl‐ 14 C sulfoxide. Oxidation with hydrogen peroxide yielded 4, 4′‐diacetamidodiphenyl‐ 14 C sulfone (DADDS‐ 14 C. Hydrolysis of DADDS‐ 14 C in HCL yielded DDS‐ 14 C. Characterization data are included.