Phosphorus oxychloride → 4-Chloroquinoline-8-carbonitrile

HRID 2060892노트

반응식

HRID 2060892 반응식
O=[C:2]1[C:11]2[C:6](=[C:7]([C:12]#[N:13])[CH:8]=[CH:9][CH:10]=2)[NH:5][CH:4]=[CH:3]1.P(Cl)(Cl)([Cl:16])=O>>[Cl:16][C:2]1[C:11]2[C:6](=[C:7]([C:12]#[N:13])[CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 147925984-Hydroxy-8-cyanoquinoline

생성물 1

HCID 147925994-Chloroquinoline-8-carbonitrile

실험 절차

4-Oxo-1,4-dihydroquinoline-8-carbonitrile (0.40 g, 0.24 mmol, WO2004/113303) and phosphorous oxychloride (10 mL) were heated to 100° C. for 1.5 h. Solvent removed in vacuo. EtOAc (50 mL) was added and organic phase washed with sat. aqueous Na2CO3 solution, brine (20 mL) and dried (MgSO4). Solvent removed in vacuo to give the title compound: RT=3.09 min; m/z (ES+)=189.0 [M+H]+.

후처리

  1. customSolvent removed in vacuo
  2. additionEtOAc (50 mL) was added
  3. washorganic phase washed with sat. aqueous Na2CO3 solution, brine (20 mL)
  4. dry with materialdried (MgSO4)
  5. customSolvent removed in vacuo

출처 및 근거

ORD 기록
ord-43ccf59701574dd599a496da65d5fe42
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08278442B2

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