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

HRID 568347노트

반응식

HRID 568347 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-08e752c9b4c842228435697a65fda5a8
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04728654

반응 노트

불러오는 중…