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

HRID 1883665
ノート
印刷プレビュー

反応式

HRID 1883665 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-ef98ee2eccfa46818902287337bf98a7
出典データセット
uspto-grants-2004_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06762205B1

反応ノート

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