Peracetic Acid → 4,7-Dichloroquinoline 1-oxide

HRID 1353332ノート

反応式

HRID 1353332 の反応式
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.C(OO)(=[O:15])C>>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N+:5]([O-:15])=[CH:4][CH:3]=1

参加物

3

反応物 2

HCID 6585Peracetic AcidHCID 68664,7-Dichloroquinoline

生成物 1

HCID 2800964,7-Dichloroquinoline 1-oxide

実験手順

4,7-Dichloroquinoline (20.4 g) and peracetic acid (32 wt. % [from Aldrich], 24 mL) are heated at reflux for 8 h and kept at room temp. for 18 h. The precipitate is collected and washed with hexane to give 23 g of 4,7-dichloroquinoline-N-oxide. 1.0 g (4.7 mmol) thereof is heated in phosphoryl chloride (3.7 mL) for 1½ h at reflux. The reaction mixture is concentrated and the residue is treated with 10% aq. NaOH (pH 9). The precipitate is collected, washed with water, and dried yielding 1.0 g of 2,4,7-trichloroquinoline. 250 mg thereof is heated with 15% H2SO4 (20 mL) and 1,4-dioxane (10 mL) in a sealed tube at 140° C. for 8 h. The mixture is kept at room temp. for 18 h. The precipitate is collected, washed with water, and dried affording 195 mg of 4,7-dichloro-2-quinolone.

後処理

  1. temperatureat reflux for 8 h
  2. customThe precipitate is collected
  3. washwashed with hexane

出典と根拠

ORDレコード
ord-b3e301fbaa4c436187580db1c66fe75d
出典データセット
uspto-grants-2007_05
特許番号
US07220856B2

反応ノート

読み込み中…