Synthesis ofN,N′-bis(phenylsulfonyl)-1,2-bis(4-pyridyl)ethylenediamines

✍ Scribed by Braña, Miguel F. ;Castellano, José M. ;Yunta, María J. R.

• Publisher: John Wiley and Sons
• Year: 1990
• Tongue: English
• Weight: 510 KB
• Volume: 1990
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.1990199001122

✦ Synopsis

Abstract

Reaction of (4‐pyridylmethyl)amine (3) with benzenesulfonyl chlorides 2a—i affords the corresponding N‐(4‐pyridylmethyl)benzenesulfonamides 4a—i which are converted into the N‐oxides 5 by treatment with hydrogen peroxide and acetic acid. Treatment of compounds 4 with their N‐oxides 5 in acetic anhydride results in dimerization to give the corresponding N,N′‐bis(phenylsulfonyl)‐1,2‐bis(4‐pyridyl)ethylenediamines 6a–d, f. The mixed ethylenediamines 6e, g are similarly synthesized from differently substituted sulfonamides and N‐oxides.