Methanol → 8-methyl-6-[4-(N-n-propylcarbamoyloxy)phenyl]-2-(1H)-quinolone

HRID 568347ノート

反応式

HRID 568347 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=2)[CH:5]=[C:6]2[C:11]=1[NH:10][C:9](=[O:12])[CH:8]=[CH:7]2.[CH2:20]([N:23]=[C:24]=[O:25])[CH2:21][CH3:22].CO>C1COCC1>[CH3:1][C:2]1[CH:3]=[C:4]([C:13]2[CH:18]=[CH:17][C:16]([O:19][C:24](=[O:25])[NH:23][CH2:20][CH2:21][CH3:22])=[CH:15][CH:14]=2)[CH:5]=[C:6]2[C:11]=1[NH:10][C:9](=[O:12])[CH:8]=[CH:7]2

参加物

5

反応物 3

HCID 887MethanolHCID 61033Propyl isocyanateHCID 201504468-methyl-6-[4-hydroxylphenyl]-2-(1H)-quinolone

生成物 1

HCID 201504508-methyl-6-[4-(N-n-propylcarbamoyloxy)phenyl]-2-(1H)-quinolone

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 8-methyl-6-[4-hydroxyphenyl]-2-(1H)-quinolone (0.30 g) and n-propylisocyanate (0.5 cm3) was heated under reflux in THF (10 cm3) under nitrogen for 50 hours. Methanol (10 cm3) was then added to dissolve solid material, followed by silica (Merck "MK 60.9385" [Trade Mark]) (10 g), and the volatile material was removed in vacuo. The residue was placed on top of a silica column (Merck "MK 60.9385") and eluted with chloroform:methanol, 19:1. Combination and evaporation of appropriate fractions in vacuo gave a solid which was recrystallised from propan-2-ol to afford the title compound, m.p. 224°-228°, (0.28 g).

後処理

  1. dissolutionto dissolve solid material
  2. customthe volatile material was removed in vacuo
  3. washeluted with chloroform
  4. customCombination and evaporation of appropriate fractions in vacuo
  5. customgave a solid which
  6. customwas recrystallised from propan-2-ol

出典と根拠

ORDレコード
ord-08e752c9b4c842228435697a65fda5a8
出典データセット
uspto-grants-1988_03
特許番号
US04728654

反応ノート

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