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

Wang XiangShan | Zendy; Zhang MeiMei | Zendy; Zeng ZhaoSen | Zendy; Shi DaQing | Zendy; Tu ShuJiang | Zendy; Wei XianYong | Zendy; Zong ZhiMin | Zendy

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

Author(s) -

Wang XiangShan,

Zhang MeiMei,

Zeng ZhaoSen,

Shi DaQing,

Tu ShuJiang,

Wei XianYong,

Zong ZhiMin

Publication year - 2007

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570440226

Subject(s) - chemistry , thiourea , urea , enol , solvent , catalysis , barbituric acid , aqueous solution , amine gas treating , organic chemistry , aqueous medium , medicinal chemistry , chloride

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.

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