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

HRID 442873
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HRID 442873 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-29f1ba2f60a248d1becc66efd0733be1
출처 데이터셋
uspto-grants-1999_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05891902

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