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Paper | Regular issue | Vol 51, No. 10, 1999, pp.2407-2413
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8639
Thermal Ring Contraction of 3H-1,4-Benzodiazepines into Quinazolines

Mamoru Kaname, Takashi Tsuchiya, and Haruki Sashida*

*Faculty of Pharmaceutical Sciences, Hokuriku University, 3-Ho, Kanagawa machi, Kanazawa 920-1181, Japan


The thermolysis of the 5-methoxy- (11a-c) and 5-diethylamino-3H-1,4-benzodiazepines (14a-c) resulted in a ring transformation to give the 4-methoxy- (12a-c) and 4-diethylaminoquinazolines (15a-c), respectively. The mechanism of this ring contraction is also described.