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Imidazole → 8-Hydroxy-4-(1H-imidazol-yl)-2-methylquinoline

HRID 613616
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인쇄 미리보기

반응식

HRID 613616 반응식
Cl[C:2]1[C:11]2[C:6](=[C:7]([OH:12])[CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:13])[CH:3]=1.[NH:14]1[CH:18]=[CH:17][N:16]=[CH:15]1.C(Cl)(Cl)Cl.C(=O)(O)[O-].[Na+]>O1CCOCC1>[OH:12][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:6]=1[N:5]=[C:4]([CH3:13])[CH:3]=[C:2]2[N:14]1[CH:18]=[CH:17][N:16]=[CH:15]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 795ImidazoleHCID 6212ChloroformHCID 516892Sodium BicarbonateHCID 122197224-Chloro-8-hydroxy-2-methylquinoline

생성물 1

HCID 184042368-Hydroxy-4-(1H-imidazol-yl)-2-methylquinoline수율 85.5%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

The solution of 4-chloro-8-hydroxy-2-methylquinoline (2.0 g), imidazole (3.52 g) in dioxane (20 ml) was refluxed for 18 hours. The cooled reaction mixture was added chloroform and aqueous sodium bicarbonate solution. The organic layer was washed with water, dried over magnesium sulfate and evaporated in vacuo. The residue was crystallized from ether to give 8-hydroxy-4-(imidazol-1-yl)-2-methylquinoline (1.99 g) as colorless crystals.

후처리

  1. customThe cooled reaction mixture
  2. washThe organic layer was washed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residue was crystallized from ether

출처 및 근거

ORD 기록
ord-5853b344900c46549b80e590f516101e
출처 데이터셋
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06008229

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