Water → 4-bromo-N-[3,5-dimethyl-4-[(nitromethyl)sulphonyl]phenyl]benzenesulphonamide

HRID 1635705

반응식

HRID 1635705 반응식
C(=O)([O-])[O-].[Ca+2].[Br:6][C:7]1[CH:12]=[CH:11][C:10]([S:13](Cl)(=[O:15])=[O:14])=[CH:9][CH:8]=1.[CH3:17][C:18]1[CH:19]=[C:20]([CH:22]=[C:23]([CH3:32])[C:24]=1[S:25]([CH2:28][N+:29]([O-:31])=[O:30])(=[O:27])=[O:26])[NH2:21].O>O1CCCC1>[Br:6][C:7]1[CH:12]=[CH:11][C:10]([S:13]([NH:21][C:20]2[CH:19]=[C:18]([CH3:17])[C:24]([S:25]([CH2:28][N+:29]([O-:31])=[O:30])(=[O:27])=[O:26])=[C:23]([CH3:32])[CH:22]=2)(=[O:15])=[O:14])=[CH:9][CH:8]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7396p-Bromobenzenesulfonyl chlorideHCID 10112Calcium CarbonateHCID 195716Ici 222155

생성물 1

HCID 186765404-bromo-N-[3,5-dimethyl-4-[(nitromethyl)sulphonyl]phenyl]benzenesulphonamide수율 24.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2.0 g (20.0 mmol) of calcium carbonate and 3.8 g (14.9 mmol) of 4-bromobenzenesulphonyl chloride are successively added to a mixture of 2.4 g (9.83 mmol) of 3,5-dimethyl-4-[(nitromethyl)sulphonyl]aniline in 45 ml of anhydrous tetrahydrofuran. The reaction medium is stirred for 20 h at room temperature and is then refluxed for 48 h. After cooling, it is poured into 400 ml of water and extracted with methylene chloride. The combined organic extracts are dried over sodium sulphate and concentrated to dryness under reduced pressure. The oily residue obtained is purified by chromatography on a column of silica (eluent: methylene chloride) to give 1.1 g (24%) of 4-bromo-N-[3,5-dimethyl-4-[(nitromethyl)sulphonyl]phenyl]benzenesulphonamide.

후처리

  1. temperatureis then refluxed for 48 h
  2. temperatureAfter cooling
  3. extractionextracted with methylene chloride
  4. dry with materialThe combined organic extracts are dried over sodium sulphate
  5. concentrationconcentrated to dryness under reduced pressure
  6. customThe oily residue obtained
  7. customis purified by chromatography on a column of silica (eluent: methylene chloride)

출처 및 근거

ORD 기록
ord-b40e833edb224f349c1bd9d6ac3cf4fd
출처 데이터셋
uspto-grants-2003_01
특허 번호
US06509499B1

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