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Benzoyl chloride → 1-methyl-2-phenyl-1H-imidazo[4,5-c]quinoline

HRID 981907
ノート
印刷プレビュー

反応式

HRID 981907 の反応式
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[NH:12][CH3:13])=[CH:9][CH:8]=[CH:7][CH:6]=2.[C:14](Cl)(=O)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.O.N>N1C=CC=CC=1.O>[CH3:13][N:12]1[C:11]2[C:10]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[N:4]=[CH:3][C:2]=2[N:1]=[C:14]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 7412Benzoyl chlorideHCID 12896473Azane;hydrateHCID 139583463-Amino-4-(methylamino)quinoline

生成物 1

HCID 100381871-methyl-2-phenyl-1H-imidazo[4,5-c]quinoline

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1049Pyridine溶媒

実験手順

2.1 g (0.012 mole) of crude product of 3-amino-4-methylaminoquinoline was dissolved in 20 ml of pyridine, and 1.5 ml (0.013 mole) of benzoyl chloride was added followed by stirring at room temperature for one hour. The reaction solution was concentrated under reduced pressure, and 20 ml of phosphorus oxychloride was added to the concentrate, followed by refluxing with heating for 3 hours. The residues obtained by concentration under reduced pressure were dissolved in water and the solution was made alkaline with ammonia water. The precipitate was collected by filtration, washed with water and purified by silica gel column chromatography (eluting solvent: chloform/methanol=30/1), to afford 2.1 g of Compound a.

後処理

  1. concentrationThe reaction solution was concentrated under reduced pressure, and 20 ml of phosphorus oxychloride
  2. additionwas added to the concentrate
  3. temperatureby refluxing
  4. temperaturewith heating for 3 hours
  5. customThe residues obtained by concentration under reduced pressure
  6. filtrationThe precipitate was collected by filtration
  7. washwashed with water
  8. custompurified by silica gel column chromatography (eluting solvent: chloform/methanol=30/1)

出典と根拠

ORDレコード
ord-1fd4e3b96b9c466a83b50ae38bd80e07
出典データセット
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04994468

反応ノート

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