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Methanesulfonic Acid → N-Isopropyl-3-(diphenylmethyl)indole-2-sulfonamide

HRID 442873
ノート
印刷プレビュー

反応式

HRID 442873 の反応式
[CH:1](O)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:15]([NH:18][S:19]([C:22]1[NH:23][C:24]2[C:29]([CH:30]=1)=[CH:28][CH:27]=[CH:26][CH:25]=2)(=[O:21])=[O:20])([CH3:17])[CH3:16].CS(O)(=O)=O.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH:15]([NH:18][S:19]([C:22]1[NH:23][C:24]2[C:29]([C:30]=1[CH:1]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[CH:28][CH:27]=[CH:26][CH:25]=2)(=[O:21])=[O:20])([CH3:17])[CH3:16]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6395Methanesulfonic AcidHCID 7037BenzhydrolHCID 516892Sodium BicarbonateHCID 54122335N-isopropylindole-2-sulfonamide

生成物 1

HCID 54301966N-Isopropyl-3-(diphenylmethyl)indole-2-sulfonamide収率 85%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒
2 回

実験手順

To a solution of benzhydrol (0.58 g, 3.15 mmol) and N-isopropylindole-2-sulfonamide (0.7 g, 3.12 mmol) in 15 ml of methylene chloride was added a solution of methanesulfonic acid (0.2 ml, 3.12 mmol) in 4 ml of methylene chloride, followed by stirring at room temperature for 2.5 hours. A saturated aqueous solution of sodium bicarbonate was added to the reaction solution for neutralization and the solvent was distilled off under reduced pressure, followed by extraction with ethyl acetate. The resulting organic layer was washed with a saturated aqueous solution of sodium chloride and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure to give 1.4 g of a crude product. The obtained crude product was washed with ethanol to give 1.07 g (yield: 85%) of the title compound.

後処理

  1. distillationthe solvent was distilled off under reduced pressure
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe resulting organic layer was washed with a saturated aqueous solution of sodium chloride
  4. dry with materialdried over magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customto give 1.4 g of a crude product
  7. customThe obtained crude product
  8. washwas washed with ethanol

出典と根拠

ORDレコード
ord-29f1ba2f60a248d1becc66efd0733be1
出典データセット
uspto-grants-1999_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05891902

反応ノート

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