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

✍ Scribed by Xiang-Shan Wang; Mei-Mei Zhang; Zhao-Sen Zeng; Da-Qing Shi; Shu-Jiang Tu; Xian-Yong Wei; Zhi-Min Zong

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2007
• Tongue: English
• Weight: 481 KB
• Volume: 44
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570440226

✦ Synopsis

Abstract

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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‐d~6~ solution were different from those of the crystal states, which keep the enol form. The products were characterized by ^1^H NMR, and ^13^C NMR, and the crystal state was confirmed by X‐ray diffraction study of 3e. In addition, water was chosen as green solvent.