Water → N-acetyl-2-benzylsulfinylacetamide

HRID 1855757Notes

Reaction equation

HRID 1855757 reaction equation
[C:1]([NH:4][C:5](=[O:15])[CH2:6][S:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:3])[CH3:2].[OH2:16]>>[C:1]([NH:4][C:5](=[O:15])[CH2:6][S:7]([CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:16])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 962WaterHCID 12837900HCID 12837900, compound

Product 1

HCID 20540297N-acetyl-2-benzylsulfinylacetamide

Procedure

To a solution of 0.011 mole of NaIO4 in 25 ml. of water which has been cooled to 5° C. is added 0.01 mole of N-acetyl-2-(benzylthio) acetamide. The reaction mixture is allowed to warm to room temperature and then stirred overnight and concentrated to dryness. Chromatography of the residue on 200 g. of silica gel eluting with ethyl acetate in hexane (25-75%) gives N-acetyl-2-benzylsulfinylacetamide.

Workup

  1. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-0b6c84c0f8b944da87f945eab402b1b5
Source dataset
uspto-grants-1980_08
Patent number
US04216160

Reaction notes

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