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Facile One‐pot Synthesis of Ethyl 3‐Alkyl‐4‐hydroxy‐2‐thioxothiazolidine‐4‐carboxylates
Author(s) -
Ge ZeMei,
Li Qin,
Zheng ShaoJun,
Cheng TieMing,
Cui YuXin,
Li RunTao
Publication year - 2006
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200690073
Subject(s) - chemistry , anhydrous , alkyl , carbon disulfide , carbon 13 nmr , elemental analysis , proton nmr , potassium , organic chemistry , medicinal chemistry , phosphate
Ethyl 3‐alkyl‐4‐hydroxy‐2‐thioxothiazolidine‐4‐carboxylates were prepared in excellent yields from the reaction of corresponding primary amines with carbon disulfide and ethyl 3‐bromo‐2‐oxopropanoate in the presence of anhydrous potassium phosphate in DMF at room temperature within 1 h. The structures of the highly functionalized products were corroborated spectroscopically (IR, 1 H NMR, 13 C NMR, EI‐MS) and by elemental analyses. A plausible mechanism for such type of cyclization was proposed.