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

HRID 1382335노트

반응식

HRID 1382335 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[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-4ad5ce3c4dd1453c8256ba9a34981601
출처 데이터셋
uspto-grants-1989_02
특허 번호
US04806550

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