Sulfuric Acid → 7,8-Dimethoxy-2-methyl-3H-pyrimido[4,5-b]quinolin-4-one

HRID 2163594ノート

反応式

HRID 2163594 の反応式
S(=O)(=O)(O)O.[CH3:6][O:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][C:17]=1[O:18][CH3:19])[N:14]=[C:13]([NH2:20])[C:12]([C:21]([NH2:23])=[O:22])=[CH:11]2.[C:24](OC(=O)C)(=O)[CH3:25].[OH-].[Na+]>O>[CH3:24][C:25]1[NH:23][C:21](=[O:22])[C:12]2[C:13]([N:20]=1)=[N:14][C:15]1[C:10]([CH:11]=2)=[CH:9][C:8]([O:7][CH3:6])=[C:17]([O:18][CH3:19])[CH:16]=1

参加物

6

反応物 4

HCID 1118Sulfuric AcidHCID 7918Acetic Anhydride2 回HCID 14798Sodium HydroxideHCID 7815842-Amino-6,7-dimethoxyquinoline-3-carboxamide

生成物 1

HCID 1358226487,8-Dimethoxy-2-methyl-3H-pyrimido[4,5-b]quinolin-4-one

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Concentrated sulfuric acid (1.5 ml.) is added to a slurry of 6,7-dimethoxy-2-aminoquinoline-3-carboxamide (5.0 g., 0.02 mole) and acetic anhydride (40 ml). The slurry dissolves to give a dark orange solution from which a heavy yellow precipitate separates. Acetic anhydride (10 ml.) is added to facilitate stirring and heating continued for an additional 75 minutes. The mixture is cooled, water (50 ml.) added and the resulting solution made alkaline with 5N sodium hydroxide (225 ml.). It is chilled, the precipitate collected by filtration and air-dried. The yellow solid is recrystallized from ethanol. Yield = 2.37 g., M.P. 300° -302° (dec.).

後処理

  1. dissolutionThe slurry dissolves
  2. customto give a dark orange solution from which a heavy yellow precipitate separates
  3. temperatureheating
  4. temperatureThe mixture is cooled
  5. temperatureIt is chilled
  6. filtrationthe precipitate collected by filtration
  7. customair-dried
  8. customThe yellow solid is recrystallized from ethanol

出典と根拠

ORDレコード
ord-66f8bddba1f04c9da7bde007054e9096
出典データセット
uspto-grants-1979_01
特許番号
US04134981

反応ノート

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