4-Amino-m-cresol → HCID 19923004, 화합물

HRID 1534493노트

반응식

HRID 1534493 반응식
[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[Cl:16])=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:17][O:18]C(=O)C1C=CC=CC=1)(=[O:5])[CH:2]([CH3:4])[CH3:3].O[C:28]1[CH:34]=[CH:33][C:31]([NH2:32])=[C:30]([CH3:35])[CH:29]=1>O1CCOCC1>[ClH:16].[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:32][C:31]1[CH:33]=[CH:34][CH:28]=[CH:29][C:30]=1[CH3:35])=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:17][OH:18])(=[O:5])[CH:2]([CH3:3])[CH3:4]

참가 물질

4

반응물 2

HCID 178194-Amino-m-cresolHCID 10384366HCID 10384366, 화합물

생성물 1

HCID 19923004HCID 19923004, 화합물수율 31%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A solution of 3-isobutyryl-4-chloro-8-(benzoyloxymethyl)quinoline (3.68 g, 10 mmol) and 4-hydroxy-2-methylaniline (1.35 g, 11 mmol) in dioxan (50 ml) was heated at reflux for 2 hours, then the dioxan evaporated and the residue taken up in 1% methanolic sodium hydroxide (100 ml) and stirred 1.5 hours at room temperature. The methanol was evaporated, the residue taken up in water, adjusted to pH 7, and the solid filtered off. This was converted to the salt with ethanolic hydrogen chloride, then recrystallized from aqueous ethanol to give 3-isobutyryl-4-(2-methylphenylamino)-8-(hydroxymethyl)quinoline hydrochloride (1.15 g, 30%), m.p. 225°-255° (dec).

후처리

  1. temperatureat reflux for 2 hours
  2. customthe dioxan evaporated
  3. customThe methanol was evaporated
  4. filtrationthe solid filtered off
  5. customrecrystallized from aqueous ethanol

출처 및 근거

ORD 기록
ord-176bd702acdc4e34a895452d5a92e0ed
출처 데이터셋
uspto-grants-1992_02
특허 번호
US05089504

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