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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.