2-Methoxyaniline → 3-Butyryl-4-(2-methoxyphenylamino)-8-methoxyquinoline

HRID 1382335ノート

反応式

HRID 1382335 の反応式
[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1Cl)=[CH:13][CH:12]=[CH:11][C:10]=2[O:17][CH3:18])(=[O:5])[CH2:2][CH2:3][CH3:4].[CH3:19][O:20][C:21]1[C:22]([NH2:27])=[CH:23][CH:24]=[CH:25][CH:26]=1>O1CCOCC1>[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:27][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[O:20][CH3:19])=[CH:13][CH:12]=[CH:11][C:10]=2[O:17][CH3:18])(=[O:5])[CH2:2][CH2:3][CH3:4]

参加物

4

反応物 2

HCID 70002-MethoxyanilineHCID 117775673-Butyryl-4-chloro-8-methoxyquinoline

生成物 1

HCID 100207823-Butyryl-4-(2-methoxyphenylamino)-8-methoxyquinoline収率 68.8%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

3-Butyryl-4-chloro-8-methoxyquinoline (20.2 g, 0.077 mol) and o-anisidine (15 ml, 0.11 mol) were heated under reflux in 1,4-dioxan (150 ml) for 1 hour. The solvent was evaporated and the residue dissolved in dichloromethane and washed with dilute hydrochloric acid, sodium bicarbonate solution and brine. The solution was dried, filtered and evaporated to a yellow solid, which was triturated with ether to give 3-butyryl-4-(2-methoxyphenylamino)-8-methoxyquinoline (18.55 g, 68.75%) m.p. 159°-161°.

後処理

  1. customThe solvent was evaporated
  2. dissolutionthe residue dissolved in dichloromethane
  3. washwashed with dilute hydrochloric acid, sodium bicarbonate solution and brine
  4. customThe solution was dried
  5. filtrationfiltered
  6. customevaporated to a yellow solid, which
  7. customwas triturated with ether

出典と根拠

ORDレコード
ord-4ad5ce3c4dd1453c8256ba9a34981601
出典データセット
uspto-grants-1989_02
特許番号
US04806550

反応ノート

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