Dimethylformamide → Methyl 4-chloroquinoline-7-carboxylate

HRID 964999

反応式

HRID 964999 の反応式
[C:1]([C:4]1[CH:13]=[C:12]2[C:7]([C:8]([Cl:14])=[CH:9][CH:10]=[N:11]2)=[CH:6][CH:5]=1)([OH:3])=[O:2].[OH-].[K+].[CH3:17]N(C)C=O.CI>CO>[CH3:17][O:2][C:1]([C:4]1[CH:13]=[C:12]2[C:7]([C:8]([Cl:14])=[CH:9][CH:10]=[N:11]2)=[CH:6][CH:5]=1)=[O:3]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 217084474-Chloroquinoline-7-carboxylic acid

生成物 1

HCID 21708520Methyl 4-chloroquinoline-7-carboxylate収率 61%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

7-Carboxy-4-chloroquinoline (5 g, 24.0 mmol) was dissolved in a mixed solution of potassium hydroxide (1.49 g, 26.6 mmol) with methanol (150 ml) and stirred at room temperature overnight. The reactant was evaporated to dryness under reduced pressure. The residue was added with dimethylformamide (DMF; 60 ml) and methyl iodide (3.5 g, 24.6 mmol) in the order named and stirred at 80° C. for an hour. The reaction mixture was poured into ice water. The resulting precipitates were collected by filtration, dried over phosphorus pentoxide and recrystallized from ethanol (20 ml) to obtain 3.6 g (61%) of 7-methoxycarbonyl-4-chloroquinoline.

後処理

  1. customThe reactant was evaporated to dryness under reduced pressure
  2. stirringstirred at 80° C. for an hour
  3. customThe resulting precipitates
  4. filtrationwere collected by filtration
  5. dry with materialdried over phosphorus pentoxide
  6. customrecrystallized from ethanol (20 ml)

出典と根拠

ORDレコード
ord-20bf0396583544dd8eeed57160461e66
出典データセット
uspto-grants-1998_06
特許番号
US05773449

関連ノート

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