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Phosphorus oxychloride → 2-Chloro-6,7-difluoro-3-styrylquinoxaline

HRID 584661
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HRID 584661 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[F:12])[NH:8][C:7](=O)[C:6]([CH:14]=[CH:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[N:5]2.O=P(Cl)(Cl)[Cl:24]>CN(C)C1C=CN=CC=1>[Cl:24][C:7]1[C:6]([CH:14]=[CH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[N:5][C:4]2[C:9](=[CH:10][C:11]([F:12])=[C:2]([F:1])[CH:3]=2)[N:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24813Phosphorus oxychlorideHCID 541667626,7-difluoro-3-styryl-1H-quinoxalin-2-one

생성물 1

HCID 539868852-Chloro-6,7-difluoro-3-styrylquinoxaline수율 56%

시약·촉매·용매 1

HCID 142844-(Dimethylamino)pyridine촉매

실험 절차

The above 6,7-difluoro-3-styryl-1H-quinoxalin-2-one (2.65 g, 0.93 mmol) was mixed with 4-dimethylaminopyridine (0.27 g) and POCl3 (27 ml) and the mixture was refluxed for 30 minutes. After cooling, the mixture was poured onto ice (400 ml) and the solid was filtered, washed with water (3×) and dried in vacuo overnight. Column chromatography on silica gel, eluting with ethyl acetate:heptane 1:20 afforded 1.6 g (56%) of the title compound.

후처리

  1. temperaturethe mixture was refluxed for 30 minutes
  2. temperatureAfter cooling
  3. additionthe mixture was poured onto ice (400 ml)
  4. filtrationthe solid was filtered
  5. washwashed with water (3×)
  6. customdried in vacuo overnight
  7. washColumn chromatography on silica gel, eluting with ethyl acetate:heptane 1:20

출처 및 근거

ORD 기록
ord-fb658b60d2e64e8e8a6ba7df66190762
출처 데이터셋
uspto-grants-2005_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06927214B1

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