Regioselective substitution of vinyl halide by n-alkyl mercaptans and subsequent reactions with versatile cyclic secondary amines

Ibis C., TUYUN A. F., Aydinli G.

Asian Journal of Chemistry, cilt.22, sa.2, ss.1360-1368, 2010 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 22 Sayı: 2
  • Basım Tarihi: 2010
  • Dergi Adı: Asian Journal of Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1360-1368
  • Anahtar Kelimeler: Nitro compounds, N,S-Substituted nitrodienes, Morpholine, Piperazine derivatives, POLYHALOGENATED NITROBUTADIENES, NITRODIENES, THIOETHERS, CHEMISTRY, DIENES, MONO
  • İstanbul Üniversitesi Adresli: Evet

Özet

Herein, we have described the preparation of several S-subtituted nitrobuta-1,3-dienes (3a-b) using the 4-bromo-1,1,3,4-tetrachloro-2-nitrobuta-1, 3-diene (1) with mercaptans (2a-b). Afterwards, N,S-substituted nitrobuta-1,3-diene compounds (5a, 7b and 9a-j) are obtained from the interaction of versatile secondary amines with the substituted product S-substituted nitrobuta-1,3-dienes (3a-b) in dichloromethane. Synthesized compounds have been characterized by using IR and NMR spectroscopy methods. Structural characterization is supported by elemental analysis and by mass spectrometry with accurate mass measurement of the molecular ion.