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RESEARCH PRODUCT

ChemInform Abstract: Cyclocondensation Reaction of 1,2-Diamino-4-methylbenzene and p- Substituted Acetophenones.

Rodrigo AboniaHerbert MeierJairo QuirogaBraulio Insuasty

subject

ChemistryStructural isomerGeneral MedicineMedicinal chemistry

description

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.

https://doi.org/10.1002/chin.199336205