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A new synthesis of 4‐aminooxazoles from α‐oxonitriles
Author(s) -
Lakhan Ram,
Singh Ram Lakhan
Publication year - 1988
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570250528
Subject(s) - chemistry , anhydrous , acetic acid , ammonium acetate , ammonium , organic chemistry , medicinal chemistry , high performance liquid chromatography
A general synthesis is described for the preparation of 4‐amino‐2,5‐disubstituted oxazoles 2 . The interaction of α‐oxonitriles 1 with equimolecular amounts of aromatic or aliphatic aldehydes, and excess of anhydrous ammonium acetate in glacial acetic acid at 110–120° for 3–6 hours gives 2 in 40–65% yields. A plausible reaction mechanism for the formation of 2 is also suggested.
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