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Some derivatives of benzoin
Author(s) -
Mendel Arthur,
Lillquist Gerald J.
Publication year - 1979
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.5570160346
Subject(s) - chemistry , benzil , benzoin , ammonium acetate , medicinal chemistry , ammonium , quinazolinone , ammonium formate , pyrazine , organic chemistry , acetonitrile , catalysis , high performance liquid chromatography
Abstract Extension of the reaction time of benzoin (I) with anthranilamide (II) gave 2,3,5,6‐tetraphenyl‐pyrazine (IV) in addition to the expected benzamide III. Condensation of I with II in the presence of ammonium acetate or ammonium formate yielded IV, and IV with 4‐quinazolinone (VII), respectively. Reaction of I with ammonium acetate only led to IV and 2,3,5,6‐tetraphenylpyrrole (VIII). When I was heated with 2‐aminothiazole, benzil, desoxybenzoin, and VIII were formed. A mechanism has been extended to explain the formation of IV and VIII.