Chlorosulfonic acid → Thieno[2,3-b]pyridine-3-sulfonyl chloride

반응식

[S:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[CH:2]1.C([O-])(O)=O.[Na+].[Cl:15][S:16](O)(=[O:18])=[O:17]>>[S:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]([S:16]([Cl:15])(=[O:18])=[O:17])=[CH:2]1

참가 물질

반응물 3

HCID 24638Chlorosulfonic acid

HCID 289928Thieno(2,3-b)pyridine

HCID 516892Sodium Bicarbonate

생성물 1

HCID 18614041Thieno[2,3-b]pyridine-3-sulfonyl chloride

반응 조건

온도: 100 °C

실험 절차

A solution of thieno[2,3-b]pyridine (0.70 g, 5.2 mmoles), prepared as described in Example 1 (A), in chlorosulfonic acid, (7 ml) was heated to 100° C. for 15 minutes, then cooled to ambient temperature and added to ice (100 ml). The pH of the aqueous phase as adjusted to 8 with sat. NaHCO3, then extracted with CHCl3 (2×125 ml). The organic phase was dried (MgSO4), filtered and concentrated to collect 0.95 g (78%) of the title compound as a tan solid.