Benzenesulfonyl chloride → 1H-Indole, 3-acetyl-1-(phenylsulfonyl)-

HRID 248494

반응식

HRID 248494 반응식
[C:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1)(=[O:3])[CH3:2].[OH-].[K+].[C:15]1([S:21](Cl)(=[O:23])=[O:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[Cl-].[NH4+]>CS(C)=O.O>[C:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]([S:21]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:23])=[O:22])[CH:5]=1)(=[O:3])[CH3:2]

참가 물질

7

반응물 4

HCID 7369Benzenesulfonyl chlorideHCID 128023-AcetylindoleHCID 14797Potassium HydroxideHCID 25517Ammonium Chloride

생성물 1

HCID 8485351H-Indole, 3-acetyl-1-(phenylsulfonyl)-

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

To a solution of 41.39 g of 3-acetyl indole in 300 ml of dimethyl sulfoxide at 0° C. was added a solution of 18.6 g of potassium hydroxide in 20 ml of water. This mixture was stirred at 0° C. for 2 hours, then 47.6 ml of benzenesulfonyl chloride was added dropwise over 40 minutes. The mixture was stirred for an additional 30 mInutes, then poured into aqueous ammonium chloride and extracted several times with ether. The ether extracts were combined, washed with water, dried and evaporated, giving 59.8 g of 3-acetyl-N-phenylsulfonyl indole.

후처리

  1. stirringThe mixture was stirred for an additional 30 mInutes
  2. extractionextracted several times with ether
  3. washwashed with water
  4. customdried
  5. customevaporated

출처 및 근거

ORD 기록
ord-3dcfc7d0edb84b4c8073d9f8123bacf1
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05210193

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