✦ LIBER ✦
ipso-Substitution with Sodium-N-alkyl-(p-nitrobenzene)sulfonamide. A novel anionic rearrangement
✍ Scribed by Paul Müller; Nguyen-Thi Minh Phuong
- Publisher
- John Wiley and Sons
- Year
- 1979
- Tongue
- German
- Weight
- 169 KB
- Volume
- 62
- Category
- Article
- ISSN
- 0018-019X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Reaction of N‐benzyl‐N, N‐di‐(p‐nitrobenzene)sulfonamide (3) with NaCN/HMPA at 140° affords N‐benzyl‐p‐nitroaniline (4). The same product is obtained upon heating of the sodium salt of N‐benzyl‐(p‐nitrobenzene)sulfonamide (5). The transformation 5 → 4 is believed to proceed via an anionic episulfonyl compound 6.