Phosphorus oxychloride → 4-Chloroquinoline-8-carbonitrile

HRID 2060892ノート

反応式

HRID 2060892 の反応式
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

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 147925984-Hydroxy-8-cyanoquinoline

生成物 1

HCID 147925994-Chloroquinoline-8-carbonitrile

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-43ccf59701574dd599a496da65d5fe42
出典データセット
uspto-grants-2012_10
特許番号
US08278442B2

反応ノート

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