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Thionyl Chloride → 4-Chloro-7-fluoroquinoline-3-carbonitrile

HRID 1837348
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인쇄 미리보기

반응식

HRID 1837348 반응식
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](O)=[C:7]([C:12]#[N:13])[CH:8]=[N:9]2)=[CH:4][CH:3]=1.S(Cl)([Cl:17])=O>CN(C)C=O>[Cl:17][C:6]1[C:5]2[C:10](=[CH:11][C:2]([F:1])=[CH:3][CH:4]=2)[N:9]=[CH:8][C:7]=1[C:12]#[N:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 1785103157-Fluoro-4-hydroxyquinoline-3-carbonitrile

생성물 1

HCID 234980814-Chloro-7-fluoroquinoline-3-carbonitrile

시약·촉매·용매 1

HCID 6228Dimethylformamide촉매

실험 절차

A mixture of 7-fluoro-4-hydroxyquinoline-3-carbonitrile (2.02 g, 10.7 mmol) and a few drops of N, N-dimethylformamide in 16.0 mL of thionyl chloride is heated at reflux for 1.5 h. The reaction mixture was concentrated in vacuo and toluene (20 mL) is added and the mixture is again concentrated in vacuo to provide 2.18 g of 4-chloro-7-fluoroquinoline-3-carbonitrile as a yellow solid, mp 163-165° C.

후처리

  1. temperatureis heated
  2. temperatureat reflux for 1.5 h
  3. concentrationThe reaction mixture was concentrated in vacuo and toluene (20 mL)
  4. additionis added
  5. concentrationthe mixture is again concentrated in vacuo

출처 및 근거

ORD 기록
ord-674890530a6e46b996d9f71949040f65
출처 데이터셋
uspto-grants-2004_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06780996B2

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