Phosphorus oxychloride → 2-Chloro-5,6-dihydro-4H-imidazo[4,5,1-ij]quinoline

HRID 1082045노트

반응식

HRID 1082045 반응식
[NH:1]1[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[CH2:6][CH2:5][CH2:4][N:3]3[C:2]1=O.P(Cl)(Cl)([Cl:16])=O>>[Cl:16][C:2]1[N:3]2[C:12]3[C:7]([CH2:6][CH2:5][CH2:4]2)=[CH:8][CH:9]=[CH:10][C:11]=3[N:1]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 156467025,6-Dihydro-4H-imidazo[4,5,1-ij]quinolin-2(1H)-one

생성물 1

HCID 152871052-Chloro-5,6-dihydro-4H-imidazo[4,5,1-ij]quinoline

실험 절차

7.6 g (0.0436 mol) of 5,6-dihydro-4H-imidazo[4,5,1-ij]quino1-2(1H)-one are heated in the presence of 70 ml of phosphoryl chloride at the reflux 20 temperature for 3 hours. The solvent is evaporated to dryness and the residue is taken up in ice. The pH of the reaction mixture is adjusted to 8 with a concentrated sodium hydroxide solution and extraction is carried out with dichloromethane. The organic phase is dried over sodium sulphate and the solvent evaporated to dryness. The residue is purified by chromatography on a column of silica gel, the eluent being an ethyl acetate/hexane (30/70) mixture. There are obtained 5.8 g of product which is used as is in the following stage.

후처리

  1. temperaturereflux 20 temperature for 3 hours
  2. customThe solvent is evaporated to dryness
  3. extractionThe pH of the reaction mixture is adjusted to 8 with a concentrated sodium hydroxide solution and extraction
  4. dry with materialThe organic phase is dried over sodium sulphate
  5. customthe solvent evaporated to dryness
  6. customThe residue is purified by chromatography on a column of silica gel

출처 및 근거

ORD 기록
ord-c241cc6340ae48d3b9ed93e5a06d7208
출처 데이터셋
uspto-grants-1996_12
특허 번호
US05589476

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