ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The reactions of 3-formylchromone (1) with 1, 2-phenylenediamine, 2-amino-diphenylamine and 2-aminophenol were reinvestigated and shown to yield 1, 8-dihydro-6, 13-di (2-hydroxybenzoyl)-dibenzo [b, i]-l, 4, 8, 11-tetraazacyclotetradeca- 4, 6, 11,13-tetraene (7), 3-[2-(1-phenyl)benzimidazolyl]chromone (10b) and 3-(2-hydroxyphenyl)iminomethylchromone (4), respectively at variance with earlier reports. Compound 4 reacts with ethanol to give 2-ethoxy-3-[(2-hydroxyphenyl)-aminomethylidene]chroman-4-one (5b). Dehydrogenation of 7 produces 3-(2-benz-imidazolyl)chromone (10a), also at variance with earlier reports. The structures have been elucidated with the aid of NMR. and mass spectra. The reaction mechanism is discussed.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19820650128
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