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Synthesis of 4‐ 13 C and 3,5‐ 13 C labeled aniline as precursor of 13 C ‐ labeled monosubstituted benzenes
Author(s) -
Rumpel Helmut,
Limbach HansHeinrich
Publication year - 1987
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.2580240302
Subject(s) - chemistry , aniline , yield (engineering) , medicinal chemistry , stereochemistry , organic chemistry , metallurgy , materials science
Abstract Aniline (IV), specifically 13 C labeled in the 4‐ or in the 3,5‐position (IVa and IVb), has been synthesized with 55% yield from 13 C labeled p‐nitrophenol (II). The reduction of the NO 2 group and the removal of the OH group was performed in one step by reduction and hydrogenolytic cleavage of p‐nitrophenol‐methanesulfonate (III), prepared in 90% yield from (II). From (IV) a number of specifically 13 C labeled monosubstituted benzenes C 6 H 5 Y (Y = CN, Hal, NO 2 ) are easily accessible.