Water → HCID 15579464, compound

HRID 2166218Notes

Reaction equation

HRID 2166218 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 (0.1M) 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 (0.1M) 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 methanol-water 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 methanol-water was removed by evaporation
  6. customthe crystals formed
  7. filtrationwere collected by filtration
  8. washwashed with water
  9. customdried

Sources & evidence

ORD record
ord-1ba38b8606634a5390d4ec26fefc4d2c
Source dataset
uspto-grants-1990_07
Patent number
US04943655

Reaction notes

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