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

HRID 1413194ノート

反応式

HRID 1413194 の反応式
[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]

参加物

4

反応物 2

HCID 33855-FluorouracilHCID 709342,3-Dihydrofuran

生成物 1

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

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-115974711b3944299d4af57f79afd416
出典データセット
uspto-grants-1981_02
特許番号
US04249006

反応ノート

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