Water → HCID 15579464, compound

HRID 1721832Notes

Reaction equation

HRID 1721832 reaction equation
[C:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:14])=[C:8]([S:10]([NH2:13])(=[O:12])=[O:11])[CH:9]=1)(=[O:3])[CH3:2].[Br:15]Br.O>CO>[Br:15][CH2:2][C:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:14])=[C:8]([S:10]([NH2:13])(=[O:11])=[O:12])[CH:9]=1)=[O:3]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 126197975-Acetyl-2-methylbenzene-1-sulfonamide

Product 1

HCID 15579464HCID 15579464, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

21.3 Grams (0.1 M) of 5-acetyl-2-methylbenzenesulfonamide was dissolved in 180 g of methanol, while the resulting solution was kept at 35°-40° C., 16.0 g (0.1 M) of bromine was added dropwise by taking 1.5 hours. The reaction mixture was stirred for 10 minutes after the dropwise addition, 80 g of water was added to the reaction mixture and the whole reaction mixture was stirred for further 30 minutes at room temperature. A part of methanolwater was removed by evaporation, then the crystals formed were collected by filtration, washed with water and dried to obtain 28.0 g of 5-bromoacetyl-2-methylbenzenesulfonamide in the form of white crystals. Melting point: 146.5°-147.5° C Yield: 95.9%.

Workup

  1. customwas kept at 35°-40° C.
  2. additionwas added to the reaction mixture
  3. customthe whole reaction mixture
  4. stirringwas stirred for further 30 minutes at room temperature
  5. customA part of methanolwater was removed by evaporation
  6. customthe crystals formed
  7. filtrationwere collected by filtration
  8. washwashed with water
  9. customdried

Sources & evidence

ORD record
ord-ca5f3c63e82349399f3fc79049391fe8
Source dataset
uspto-grants-1989_08
Patent number
US04853158

Reaction notes

Loading…