One-pot synthesis of bis-1,5,3-dithiazepanes from ethane-1,2-dithiol, formaldehyde, and ammonium salts

• Published in: Russian journal of organic chemistry Vol. 49; no. 10; pp. 1542 - 1545
• Main Authors: Khabibullina, G. R., Akhmetova, V. R., Bushmarinov, I. S., Ibragimov, A. G.
• Format: Journal Article
• Language: English
• Published: Boston Springer US 01-10-2013
• Subjects: Chemistry; Chemistry and Materials Science; Organic Chemistry; Ammonium Salt; Chair Conformation; Aromatic Amine; Dithiol; Ammonium Fluoride
• ISSN: 1070-4280; 1608-3393
• DOI: 10.1134/S1070428013100229

An efficient one-pot procedure has been developed for the synthesis of bis-1,5,3-dithiazepanes by reaction of ethane-1,2-dithiol with formaldehyde and ammonium salts. According to the X-ray diffraction data, the heterorings in 3,3′-[ethane-1,2-diylbis(sulfanediylmethanediyl)]bis(1,5,3-dithiazepane) in crystal adopt a
chair
conformation with axial orientation of the substituent on the nitrogen atom.