A Three-Step Synthesis of 1,7-Diazaperylene and Derivatives

1,7-Diazaperylene and various derivatives were synthesised in an upscaleable route from 1,5-diaminoanthraquinone and its Meerwein reaction with acrylonitrile and subsequent cyclisation with ammonia. The application of tert-butyl alcohol as the solvent led to a significant improvement in the Meerwein reaction.

Automated summary

1,7-Diazaperylene and its derivatives were synthesized through a scalable route from 1,5-diaminoanthraquinone, involving Meerwein reaction with acrylonitrile and subsequent cyclisation with ammonia. The use of tert-butyl alcohol as the solvent resulted in a significant enhancement of the Meerwein reaction.