New one-pot synthesis of spiro[furo[2,3-d]pyrimidine-6,5 '-pyrimidine]pentaones and their sulfur analogues

Jalilzadeh M., Pesyan N. N., Rezaee F., Rastgar S., Hosseini Y., ŞAHİN E.

MOLECULAR DIVERSITY, cilt.15, sa.3, ss.721-731, 2011 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 15 Sayı: 3
  • Basım Tarihi: 2011
  • Doi Numarası: 10.1007/s11030-011-9302-9
  • Dergi Adı: MOLECULAR DIVERSITY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.721-731
  • Atatürk Üniversitesi Adresli: Evet

Özet

Reaction of barbituric acid (BA), 1,3-dimethyl barbituric acid (DMBA) and 2-thiobarbituric acid (TBA) with cyanogen bromide and various aldehydes in presence of triethylamine afforded a new class of heterocyclic stable 5-alkyl and/or 5-aryl-1H, 1'H-spiro[furo[2,3-d]pyrimidine-6,5'-pyrimidine]2,2',4,4',6'(3H,3'H,5H)-pentaones which are dimeric forms of barbiturate (uracil and thiouracil derivatives) at 0 A degrees C to ambient temperatures. Structure elucidation is proved by X-ray crystallography, H-1 NMR, C-13 NMR, FT-IR, CHN and mass analyses techniques. Mechanisms of the formations are discussed.