5-Fluorouracil → 1,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione

HRID 1413194

반응식

HRID 1413194 반응식
[F:1][C:2]1[C:3](=[O:9])[NH:4][C:5](=[O:8])[NH:6][CH:7]=1.[O:10]1[CH:14]=[CH:13][CH2:12][CH2:11]1>C1C=CC=CC=1>[O:10]1[CH2:11][CH2:12][CH2:13][CH:14]1[N:6]1[CH:7]=[C:2]([F:1])[C:3](=[O:9])[N:4]([CH:11]2[CH2:12][CH2:13][CH2:14][O:10]2)[C:5]1=[O:8]

참가 물질

4

반응물 2

HCID 33855-FluorouracilHCID 709342,3-Dihydrofuran

생성물 1

HCID 1249561,3-Bis(tetrahydro-2-furanyl)-5-fluoro-2,4-pyrimidinedione수율 48.1%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

In a closed tubular reactor, 1.3 g of 5-fluorouracil, 5 ml of benzene and 14 g of 2,3-dihydrofuran were heated together at 200° C. for 6 hours. After cooling, the reaction mixture was concentrated to dryness under reduced pressure and the residue was separated and purified by column chromatography on 25 g silica gel. From the chloroform eluate, the fractions rich in the contemplated compound were collected. The solvent was distilled off and the residue was recrystallized from petroleum ether. By the above procedure was obtained 1.3 g of 1,3-bis-(tetrahydro-2-furyl)-5-fluorouracil.

후처리

  1. temperatureAfter cooling
  2. concentrationthe reaction mixture was concentrated to dryness under reduced pressure
  3. customthe residue was separated
  4. custompurified by column chromatography on 25 g silica gel
  5. customFrom the chloroform eluate, the fractions rich in the contemplated compound were collected
  6. distillationThe solvent was distilled off
  7. customthe residue was recrystallized from petroleum ether

출처 및 근거

ORD 기록
ord-115974711b3944299d4af57f79afd416
출처 데이터셋
uspto-grants-1981_02
특허 번호
US04249006

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