Sodium hydride → Furan-2-sulfonyl Chloride

HRID 1899735Notes

Reaction equation

HRID 1899735 reaction equation
Br[C:2]1[CH:3]([CH3:8])N(N)[O:5][CH:6]=1.[H-].[Na+].CC1OC(C)=CC=1[S:17]([Cl:20])(=[O:19])=[O:18]>>[O:5]1[CH:6]=[CH:2][CH:3]=[C:8]1[S:17]([Cl:20])(=[O:19])=[O:18]

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 27950242,5-dimethylfuran-3-sulfonyl ChlorideHCID 22998490HCID 22998490, compound

Product 1

HCID 2795072Furan-2-sulfonyl Chloride

Procedure

Furan-2-sulfonyl chloride was prepared by the method of Example 1 with 4-bromo-3-methyl-2-aminoisoxazole (0.354 g, 2.0 mmol), NaH (60% oil dispersion) (200 g, 5.0 mmol) and 2,5-dimethylfuran 3-sulfonyl chloride (0.467 g, 2.4 mmol). Flash chromatography (5% CH3OH/CHCl3) and recrystallization from CHCl3 /hexane provided 0.21 4 g (32% yield) of light brown crystals (m.p. 85.5°-87° C.).

Workup

  1. customFlash chromatography (5% CH3OH/CHCl3) and recrystallization from CHCl3 /hexane

Sources & evidence

ORD record
ord-a7df286214994962b448319dad4ba38f
Source dataset
uspto-grants-1996_11
Patent number
US05571821

Reaction notes

Loading…