PREPARATION OF 2-(2-PYRIDYL)-3-MORPHOLINO-2,3-DIHYDROBENZO[b] THIOPHENE 1,1-DIOXIDE-6-SULFONYLMORPHOLIDATE FROM THE REACTION OF 2-STYRYLPYRIDINE WITH CHLOROSULFONIC ACID
Styrylpyridine (1) reacted with chlorosulfonic acid (6 mole equivalents) and excess thionyl chloride to the give the corresponding para sulfonyl chloride, which was characterized as the N,N-dimethyl sulfonamide. The pyridine ring appeared to deactivate the double bond sufficiently to inhibit the sub...
Gespeichert in:
Veröffentlicht in: | Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 1998-11, Vol.142 (1), p.83-91 |
---|---|
Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | Styrylpyridine (1) reacted with chlorosulfonic acid (6 mole equivalents) and excess thionyl chloride to the give the corresponding para sulfonyl chloride, which was characterized as the N,N-dimethyl sulfonamide. The pyridine ring appeared to deactivate the double bond sufficiently to inhibit the substrate degradation observed previously with analogous hydrocarbon systems. The reaction of styrylpyridine (1) with chlorosulfonic acid, (12 mole equivalents, 24 hour reflux) under more forcing conditions, caused a further cyclisation of the substrate which was characterized as 2-(2-Pyridyl-)3-morpholino-2,3-dihydrobenzo[b]thiophene 1,1-dioxide-6-sulfonylmorpholidate (3) by reaction with excess morpholine. |
---|---|
ISSN: | 1042-6507 1563-5325 |
DOI: | 10.1080/10426509808029668 |