Allyl bromide → N-[4-(Allylsulfonyl)phenyl]acetamide

HRID 261156Notes

Reaction equation

HRID 261156 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([OH:13])=[O:12])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].C(=O)([O-])O.[Na+].[CH2:19](Br)[CH:20]=[CH2:21]>O>[CH2:21]([S:11]([C:8]1[CH:7]=[CH:6][C:5]([NH:4][C:1](=[O:3])[CH3:2])=[CH:10][CH:9]=1)(=[O:13])=[O:12])[CH:20]=[CH2:19]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 4121504-(Acetylamino)benzenesulfinic acidHCID 516892Sodium Bicarbonate

Product 1

HCID 20375362N-[4-(Allylsulfonyl)phenyl]acetamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

50 parts of p-acetylaminophenylsulfinic acid and 25 parts of sodium hydrogen carbonate are suspended in 300 parts of water. While stirring intensely 36 parts of allyl bromide is dripped in within three hours at 50° to 60° C. Stirring is continued for another four hours at 60° C. 45 parts of p-allylsulfonylacetanilide is obtained with a melting point of 116° to 118° C.

Workup

  1. customis dripped in within three hours at 50° to 60° C

Sources & evidence

ORD record
ord-3665d53065634e9283f0125b5181815f
Source dataset
uspto-grants-1979_08
Patent number
US04164500

Reaction notes

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