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Methanesulfonyl chloride → 2-[N-(4-Methanesulphonamidobenzyl)-N-methylamino]-5-methanesulphonamidoindane

HRID 1761873
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HRID 1761873 반응식
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH2:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[CH2:12][CH:11]([N:16]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][CH:20]=1)[CH3:17])[CH2:10]2>N1C=CC=CC=1.C(Cl)(Cl)Cl>[CH3:1][S:2]([NH:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[CH2:12][CH:11]([N:16]([CH2:18][C:19]1[CH:20]=[CH:21][C:22]([NH:25][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:23][CH:24]=1)[CH3:17])[CH2:10]2)(=[O:4])=[O:3]
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참가 물질

5

반응물 2

HCID 31297Methanesulfonyl chlorideHCID 150232235-Amino-2-[N-(4-aminobenzyl)-N-methylamino]indane

생성물 1

HCID 150149922-[N-(4-Methanesulphonamidobenzyl)-N-methylamino]-5-methanesulphonamidoindane

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6212Chloroform용매

실험 절차

Methanesulphonyl chloride (0.53 ml) was added to 5-amino-2-[N-(4-aminobenzyl)-N-methylamino]indane (1.1 g) in pyridine and the reaction mixture was stirred at room temperature for 17 hours. The solvent was then removed by evaporation in vacuo and the residue taken up in methylene chloride, washed with aqueous sodium bicarbonate, dried (MgSO4) and evaporated in vacuo. The resulting gum was purified by column chromatography on silica eluting with methylene chloride containing methanol (0% up to 2%). The product-containing fractions were combined and evaporated to dryness in vacuo to give a colourless foam. This foam was dissolved in chloroform and the solution was evaporated to dryness in vacuo to give the title compound as a colourless foam, yield 0.2 g.

후처리

  1. customThe solvent was then removed by evaporation in vacuo
  2. washwashed with aqueous sodium bicarbonate
  3. dry with materialdried (MgSO4)
  4. customevaporated in vacuo
  5. customThe resulting gum was purified by column chromatography on silica eluting with methylene chloride
  6. additioncontaining methanol (0% up to 2%)
  7. customevaporated to dryness in vacuo
  8. customto give a colourless foam
  9. customthe solution was evaporated to dryness in vacuo

출처 및 근거

ORD 기록
ord-9652492b00294be1a172c2e304feac5b
출처 데이터셋
uspto-grants-1989_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04829071

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