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Synthese de la pentamethylmelamine (noyau 14 C‐4,6), un nouvel agent antitumoral
Author(s) -
Hoellinger H.,
Pichat L.
Publication year - 1981
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.2580180711
Subject(s) - chemistry , phosgene , yield (engineering) , nitrile , sodium carbonate , nuclear chemistry , medicinal chemistry , ring (chemistry) , sodium cyanide , cyanide , sodium , organic chemistry , materials science , metallurgy
(ring‐4,6‐ 14 C) Pentamethylmelamine ( 14 C‐PMM), a new antitumor agent, was prepared from barium ( 14 C) carbonate by a 6 step synthesis. ( 14 CN) Dimethylcyanamide, prepared from sodium ( 14 C) cyanide with 71% yield and treated with phosgene in the presence of hydrogen chloride, was cyclized to (ring‐4,6‐ 14 C)‐2‐chloro‐4,6‐bis (dimethylamino)‐s‐triazine. The latter was purified by silicagel low pressure liquid chromatography (15% yield based on nitrile) and condensed with monomethylamine to give 14 C‐PMM. After purification 14 C‐PMM was obtained with 91% yield, specific activity = 38 mCi/mMole. The mechanism of the reaction of nitrile with phosgene was discussed.