O-Toluidine → 3-Butyryl-4-(2-methylphenylamino)-8-phthalimidoquinoline

HRID 1090671ノート

反応式

HRID 1090671 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[N:17]1[C:21](=[O:22])[C:20]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:19]2[C:18]1=[O:27])(=[O:5])[CH2:2][CH2:3][CH3:4].[NH2:28][C:29]1[C:30]([CH3:35])=[CH:31][CH:32]=[CH:33][CH:34]=1>O1CCOCC1>[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[CH3:35])=[CH:13][CH:12]=[CH:11][C:10]=2[N:17]1[C:21](=[O:22])[C:20]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:19]2[C:18]1=[O:27])(=[O:5])[CH2:2][CH2:3][CH3:4]

参加物

4

反応物 2

HCID 7242O-ToluidineHCID 100910853-Butyryl-4-chloro-8-phthalimidoquinoline

生成物 1

HCID 104788903-Butyryl-4-(2-methylphenylamino)-8-phthalimidoquinoline収率 58.4%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A mixture of 3-butyryl-4-chloro-8-phthalimidoquinoline (61.6 g, 0.16 moles) and o-toluidine (20 ml, 0.19 mol) was heated under reflux in 1,4-dioxan (300 ml) for 3 hours. The solvent was evaporated and the residue was dissolved in chloroform, washed with dil. ammonia solution and brine. The organic solution was dried (anhyd. MgSO4) filtered and evaporated to a dark oil which crystallized on standing to give 3-butyryl-4-(2-methylphenylamino)-8-phthalimidoquinoline (42 g, 58.3%), m.p. b 170°-2° C.

後処理

  1. temperaturewas heated
  2. customThe solvent was evaporated
  3. dissolutionthe residue was dissolved in chloroform
  4. washwashed with dil. ammonia solution and brine
  5. dry with materialThe organic solution was dried (anhyd. MgSO4)
  6. filtrationfiltered
  7. customevaporated to a dark oil which
  8. customcrystallized

出典と根拠

ORDレコード
ord-848098239eba49f383b04aef34a39fe6
出典データセット
uspto-grants-1992_01
特許番号
US05082841

反応ノート

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