2-Bromopropanoyl chloride → N-(2,5-dimethoxyphenylsulfonyl)-2-bromopropionamide

HRID 1252338Notes

Reaction equation

HRID 1252338 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[S:11]([NH2:14])(=[O:13])=[O:12].[Br:15][CH:16]([CH3:20])[C:17](Cl)=[O:18]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[S:11]([NH:14][C:17](=[O:18])[CH:16]([Br:15])[CH3:20])(=[O:13])=[O:12]

Participants

3

Reactant 2

HCID 979802-Bromopropanoyl chlorideHCID 209044Benzenesulfonamide, 2,5-dimethoxy-

Product 1

HCID 15611036N-(2,5-dimethoxyphenylsulfonyl)-2-bromopropionamide

Procedure

A stirred mixture of 7.0 g (0.032 mole) of 2,5-dimethoxyphenylsulfonamide in 10 mL of 2-bromopropionyl chloride was heated at reflux for 40 minutes then allowed to cool to room temperature. The resultant solution was poured into petroleum ether. Crystals formed after scratching the sides of the flask and were collected by filtration. The filter cake was washed four times with fresh petroleum ether to yield 10.3 g of N-(2,5-dimethoxyphenylsulfonyl)-2-bromopropionamide (mp 116°-118° C.).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 40 minutes
  3. customCrystals formed
  4. filtrationwere collected by filtration
  5. washThe filter cake was washed four times with fresh petroleum ether

Sources & evidence

ORD record
ord-ad1850dfc57645cea693789b1dbf4e04
Source dataset
uspto-grants-1988_05
Patent number
US04743291

Reaction notes

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