4-Amino-m-cresol → 3-Butyryl-4-(4-hydroxy-2-methylphenylamino)-8-(4-methoxybenzoyloxymethyl)quinoline

HRID 1647444

반응식

HRID 1647444 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[CH2:17][O:18][C:19](=[O:28])[C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1)(=[O:5])[CH2:2][CH2:3][CH3:4].[NH2:29][C:30]1[CH:35]=[CH:34][C:33]([OH:36])=[CH:32][C:31]=1[CH3:37]>O1CCOCC1>[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:29][C:30]1[CH:35]=[CH:34][C:33]([OH:36])=[CH:32][C:31]=1[CH3:37])=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:17][O:18][C:19](=[O:28])[C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1)(=[O:5])[CH2:2][CH2:3][CH3:4]

참가 물질

4

반응물 2

HCID 178194-Amino-m-cresolHCID 104534453-Butyryl-4-chloro-8-(4-methoxybenzoyloxymethyl)quinoline

생성물 1

HCID 199096773-Butyryl-4-(4-hydroxy-2-methylphenylamino)-8-(4-methoxybenzoyloxymethyl)quinoline수율 76.1%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A solution of 3-butyryl-4-chloro-8-(4-methoxybenzoyloxymethyl)quinoline (2.56 g, 6.4 mmol) and 4-amino-3-methylphenol (1.18 g, 9.6 mmol) in 1,4-dioxan (30 ml) was heated at reflux for 2 hours, then evaporated. Chromatography (silica gel, 1% methanol in dichloromethane) and recrystallisation from ethanol gave 3-butyryl-4-(4-hydroxy-2-methylphenylamino)-8-(4-methoxybenzoyloxymethyl)-quinoline, (2.36 g, 76%), m.p. 171°-175°.

후처리

  1. temperatureat reflux for 2 hours
  2. customevaporated
  3. customChromatography (silica gel, 1% methanol in dichloromethane) and recrystallisation from ethanol

출처 및 근거

ORD 기록
ord-12f31c5c7ebc428a80924afedee9fcb6
출처 데이터셋
uspto-grants-1995_07
특허 번호
US05432182

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