Cyclocondensation reaction of 1,2‐diamino‐4‐methylbenzene and p‐substituted acetophenones
- 1 January 1993
- journal article
- research article
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 30 (1) , 229-231
- https://doi.org/10.1002/jhet.5570300139
Abstract
1,2‐Diamino‐4‐methylbenzene 1 reacts in the presence of sulphuric acid with 4‐substituted acetophenones 2a‐e yielding 2,4‐diaryl‐2,3‐dihydro‐2,8‐dimethyl‐1H‐1,5‐benzodiazepines 3a‐e and as minor component 2,4‐diaryl‐2,3‐dihydro‐2,7‐dimethyl‐1H‐1,5‐benzodiazepines 4a‐e. The ratio 3:4 is in the range of 7:3. The structure determination of the regioisomers was performed by NOE measurements.Keywords
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