반응 #347221

ord-3314f2d83a0744f2a17cbf8eafb690d3

반응 방정식

CCCn1c(N)c(N)c(=O)n(CCC)c1=O
1,3-dipropyl-5,6-diaminouracil
O=C(Cl)C12CC3CC(CC(C3)C1)C2
adamantane-1-carbonylchloride
CCCn1c(N)c(NC(=O)C23CC4CC(CC(C4)C2)C3)c(=O)n(CCC)c1=O
6-amino-5-(adamantane-1-carbonylamino)-1,3-dipropyluracil
수율 113.3%

용매

반응 조건

온도
0°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타at 0° C
  2. 2
    농축the mixture was concentrated under reduced pressure
  3. 3
    workup.ADDITIONA saturated aqueous sodium bicarbonate was added
  4. 4
    추출The residue was extracted with chloroform three times
  5. 5
    세척washed with a saturated aqueous sodium chloride
  6. 6
    건조dried over anhydrous sodium sulfate
  7. 7
    기타The solvent was evaporated under reduced pressure
  8. 8
    기타Then pyridine was removed from the residue by means of azeotropy with toluene

실험 절차

At first, 10 g (44.3 mmol) of 1,3-dipropyl-5,6-diaminouracil was dissolved in 50 ml of pyridine, and 10.6 g (53.1 mmol) of adamantane-1-carbonylchloride was added by portions thereto at 0° C. After stirring for 30 minutes at 0° C., the mixture was concentrated under reduced pressure. A saturated aqueous sodium bicarbonate was added thereto. The residue was extracted with chloroform three times. The organic layers were combined, washed with a saturated aqueous sodium chloride, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. Then pyridine was removed from the residue by means of azeotropy with toluene to afford 19.5 g (yield: 100%) of 6-amino-5-(adamantane-1-carbonylamino)-1,3-dipropyluracil.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05525607uspto-grants-1996_06