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

HRID 1090671노트

반응식

HRID 1090671 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-848098239eba49f383b04aef34a39fe6
출처 데이터셋
uspto-grants-1992_01
특허 번호
US05082841

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