A new synthesis method for benzo[f]quinolin-3-carbonyl urea and thiourea derivatives in aqueous media catalyzed by TEBAC

A clean and simple synthesis procedure for benzo[f]quinolin‐3‐carbonyl urea and thiourea derivatives was developed based on the reaction between N‐arylidenenaphthalen‐2‐amine and barbituric acid or thiobarbituric acid in aqueous media catalyzed by triethylbenzylammonium chloride (TEBAC). It was inte...

Full description

Saved in:
Bibliographic Details
Published in:Journal of heterocyclic chemistry 2007-03, Vol.44 (2), p.441-447
Main Authors: Wang, Xiang-Shan, Zhang, Mei-Mei, Zeng, Zhao-Sen, Shi, Da-Qing, Tu, Shu-Jiang, Wei, Xian-Yong, Zong, Zhi-Min
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A clean and simple synthesis procedure for benzo[f]quinolin‐3‐carbonyl urea and thiourea derivatives was developed based on the reaction between N‐arylidenenaphthalen‐2‐amine and barbituric acid or thiobarbituric acid in aqueous media catalyzed by triethylbenzylammonium chloride (TEBAC). It was interesting that the structures of products in solvent of DMSO‐d6 solution were different from those of the crystal states, which keep the enol form. The products were characterized by 1H NMR, and 13C NMR, and the crystal state was confirmed by X‐ray diffraction study of 3e. In addition, water was chosen as green solvent.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570440226