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Synthesis of 14 C‐labelled benzetimide‐HCl
Author(s) -
Van Wijngaarden I.,
Soudijn W.
Publication year - 1965
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.2590010308
Subject(s) - acrylonitrile , chemistry , cyanide , yield (engineering) , hydrochloride , bromide , polymerization , piperidine , benzyl bromide , nuclear chemistry , medicinal chemistry , polymer chemistry , organic chemistry , catalysis , materials science , copolymer , polymer , metallurgy
The synthesis of 14 C‐benzetimide (dl‐1‐benzyl‐4‐(2, 6‐dioxo‐3‐phenyl‐3‐piperidyl)‐piperidine hydrochloride), using benzyl cyanide 14 C (from K 14 CN and benzyl bromide) as starting material, is described. The five steps synthesis results in an overall yield of 38% of labeled benzetimide HCI (calculated on KCN used) with a specific activity of 0.5 mC/mM. A seemingly preferent alternative route with the aid of 14 C‐acrylonitrile could not be followed because of the instability of the labelled acrylonitrile (rapid polymerization). The stability of benzetimide‐HCI at 37° C with varying pH is examined.