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Synthesis of N ‐(2‐chloro‐3,4‐dimethoxybenzylideneamino)guanidinium acetate [ α ‐ 14 C]
Author(s) -
Almeida Maria,
Boman Arne,
Lundstedt Torbjörn
Publication year - 2002
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.559
Subject(s) - chemistry , yield (engineering) , decarboxylation , electrophilic substitution , iodobenzene , medicinal chemistry , electrophile , dimethylformamide , bicarbonate , stereochemistry , organic chemistry , catalysis , materials science , solvent , metallurgy
14 C‐Labelled N ‐(2‐chloro‐3,4‐dimethoxybenzylideneamino)guanidinium acetate has been synthesized as a part of a four‐step procedure which involved decarboxylation of 2‐chloro‐3,4‐dimethoxybenzoic acid by Pb(OAc) 4 to give 2‐chloro‐3,4‐dimethoxy‐1‐iodobenzene, followed by a selective lithiation at the iodine position and electrophilic substitution with N , N ‐dimethylformamide [ α ‐ 14 C] and final reaction with aminoguanidine bicarbonate. The specific activity was 59 mCi/mmol and the overall yield 49%. Copyright © 2002 John Wiley & Sons, Ltd.