✦ LIBER ✦

A remarkable SNi-SN2-SNi-fragmentation- SNi-reaction sequence of n-(2-chloroethyl)p-nitrobenzenesulphonamide in aqueous alkali

✍ Scribed by A.C. Knipe

Publisher: Elsevier Science
Year: 1973
Tongue: French
Weight: 173 KB
Volume: 14
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)96312-9

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✦ Synopsis

During an investigation of reactions of a variety of N-substituted E-nitrobenzenesulphonamides it was discovered that at 60°C in sodium hydroxide (O.SM) containing 20% acetone the N-(2-chloroethyl)-derivative (I) undergoes dehalogenative hydrolysis with concomitant desulphonation to give N-(2-hydroxyethyl)p-nitroaniline