Zwitterionic Salts from the Reaction of Symmetrical and Unsymmetrical (thio)Barbituric Acids with 2-Pyridinecarbaldehyde under Solvent-free Condition

Pesyan N. N., Hosseini Y., Shokr A., ŞAHİN E.

JOURNAL OF THE CHINESE CHEMICAL SOCIETY, cilt.59, sa.12, ss.1561-1566, 2012 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 59 Sayı: 12
  • Basım Tarihi: 2012
  • Doi Numarası: 10.1002/jccs.201200082
  • Dergi Adı: JOURNAL OF THE CHINESE CHEMICAL SOCIETY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1561-1566
  • Atatürk Üniversitesi Adresli: Evet

Özet

A simple and efficient synthesis for the preparation of unusual charge-separated pyridinium (thio)barbiturate zwitterion derivatives was achieved via a one-pot reaction of (thio)barbituric acid derivatives and 2-pyridinecarbaldehyde under solvent-free condition and also in methanol under refluxing. The structure of the compounds was confirmed by (HNMR)-H-1, (CNMR)-C-13, FT-IR, mass and X-ray analysis. The mechanism of the formation is discussed. Instead, no related pyridinium zwitterion was afforded from the reaction between dimedone and 2-pyridinecarbaldehyde under the same conditions and its xanthene derivative was obtained.