Preparation of 7-alkylamino-2-methylquinoline-5,8-diones

Han Young Choi; Dong Wook Kim; Dae Yoon Chi; Eun Young Yoon; Dong Jin Kim

doi:10.1021/jo0257039

Preparation of 7-alkylamino-2-methylquinoline-5,8-diones

J Org Chem. 2002 Jul 26;67(15):5390-3. doi: 10.1021/jo0257039.

Authors

Han Young Choi¹, Dong Wook Kim, Dae Yoon Chi, Eun Young Yoon, Dong Jin Kim

Affiliation

¹ Division of Applied Sciences, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 136-791, Korea.

PMID: 12126435
DOI: 10.1021/jo0257039

Abstract

Several novel 7-alkylamino-2-methylquinoline-5,8-diones (2) were synthesized from 2,5-dimethoxyaniline in five steps via the Skraup reaction followed by demethylations, oxidative bromination, amination, and debromination. We have achieved an unusual hydrobromic acid catalyzed debromination reactions of several 6-bromo-7-alkylamino-2-methylquinoline-5,8-diones, giving 7-alkylamino-2-methylquinoline-5,8-diones in good yields.