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Short and convenient synthesis of triethoxy‐[ 2 H]methane and ethoxy‐[ 2 H]methylene malononitrile
Author(s) -
Uray Georg,
Celotto Claude
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.2580241207
Subject(s) - malononitrile , chemistry , methylene , deuterium , ethanol , alkoxy group , organic chemistry , chloroform , medicinal chemistry , catalysis , alkyl , physics , quantum mechanics
Triethoxy‐deuteriomethane is synthesized simply from deuterio‐chloroform and monodeuterio‐ethanol. The previously not described ethoxy‐[ 2 H]methylene malononitrile can be prepared from the deuterated orthoester and dideuterio‐malononitrile. Ring closure with acetamidine in ethanol yields 4‐amino‐5‐cyano‐2‐methyl‐[6‐ 2 H]pyrimidine without any loss of deuterium label.