Saccharin → 3-Butyl-1,2-benzisothiazole-1,1-dioxide

HRID 727755Notes

Reaction equation

HRID 727755 reaction equation
[CH2:1]([Li])[CH2:2][CH2:3][CH3:4].[S:6]1([C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:10](=O)[NH:9]1)(=[O:8])=[O:7]>C1COCC1>[CH2:1]([C:10]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=2[S:6](=[O:7])(=[O:8])[N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 5143SaccharinHCID 178418339Butyllithium

Product 1

HCID 153566883-Butyl-1,2-benzisothiazole-1,1-dioxide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

This material was prepared by adding 2 equivalents of butyllithium to saccharin in THF at -78° C., followed by aqueous workup at pH 9 as described in the literature by Abramovitch et al., J. Chem. Soc. Perkin I, 1974, 2589.

Workup

  1. customThis material was prepared

Sources & evidence

ORD record
ord-157a126d24964e6b9c2daa8ccb04bb20
Source dataset
uspto-grants-1991_09
Patent number
US05045223

Reaction notes

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