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Thermal reaction of ethynylphthalimides and hydration of N ‐(4‐ethynylphenyl)phthalimide
Author(s) -
Hergenrother P. M.
Publication year - 1980
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.5570170102
Subject(s) - phthalimide , chemistry , differential scanning calorimetry , high pressure , thermal , nuclear chemistry , medicinal chemistry , polymer chemistry , organic chemistry , meteorology , physics , engineering physics , engineering , thermodynamics
Three ethynyl substituted phenylphthalimides were prepared and characterized by high pressure liquid chromatography, differential scanning calorimetry, and mass spectroscopy. When the preparation of N ‐(4‐ethynylphenyl)phthalimide was attempted by the thermal cyclodehydration of N ‐(4‐ethynylphenyl)‐2‐carboxybenzamide, N ‐(4‐acetylphenyl)phthalimide was obtained as the major component. This unusual hydration of an ethynyl group was investigated and a mechanism was proposed to explain it.