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Sodium Chloride → 4'-(Sulfamoylamino)biphenyl-4-yl sulfamate

HRID 1883665
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HRID 1883665 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[S:15](Cl)(=[O:18])(=[O:17])[NH2:16].[Cl-].[Na+]>CN(C)C(=O)C>[S:15](=[O:18])(=[O:17])([O:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]2[CH:4]=[CH:3][C:2]([NH:1][S:15](=[O:18])(=[O:17])[NH2:16])=[CH:7][CH:6]=2)=[CH:9][CH:10]=1)[NH2:16]
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참가 물질

5

반응물 3

HCID 5234Sodium ChlorideHCID 145654-Amino-4'-hydroxybiphenylHCID 24499Chlorosulfamic acid

생성물 1

HCID 235083914'-(Sulfamoylamino)biphenyl-4-yl sulfamate수율 52.7%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

43 mg of 4′-aminobiphenyl-4-ol was dissolved in 0.7 ml of N,N-dimethylacetamide, and 107 mg of sulfamoyl chloride was added thereto under cooling with ice, followed by stirring at room temperature for 2.4 hours. After the reaction mixture was poured into a saturated aqueous solution of sodium chloride, the product was extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the resulting crude product was purified by TLC (using a 17:10 mixture of chloroform and tetrahydrofuran as the developing solvent) to obtain 42 mg of 4′-(sulfamoylamino)biphenyl-4-yl sulfamate.

후처리

  1. temperatureunder cooling with ice
  2. extractionthe product was extracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationAfter the solvent was distilled off
  6. customthe resulting crude product was purified by TLC (
  7. additiona 17:10 mixture of chloroform and tetrahydrofuran as the developing solvent)

출처 및 근거

ORD 기록
ord-ef98ee2eccfa46818902287337bf98a7
출처 데이터셋
uspto-grants-2004_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06762205B1

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