Acetic Anhydride → 6-Aminouracil

HRID 1817791노트

반응식

HRID 1817791 반응식
[CH2:1]([NH:4][C:5](=[O:7])[NH2:6])CC.C(CC(O)=O)#[N:9].C(O[C:18](=[O:20])[CH3:19])(=O)C>>[NH2:9][C:1]1[NH:4][C:5](=[O:7])[NH:6][C:18](=[O:20])[CH:19]=1

참가 물질

4

반응물 3

HCID 7918Acetic AnhydrideHCID 9740Cyanoacetic acidHCID 12303Propylurea

생성물 1

HCID 701206-Aminouracil수율 25%

반응 조건

온도
80 °C

실험 절차

N-cyclopropyl, N′-propylurea (1) (14.2 g, 0.1 mole), cyanoacetic acid (9.35 g, 0.11 mole) and acetic anhydride (35 ml) were mixture together and heated at 80° C. for 2 h. The solvent was then removed under reduced pressure. The residue was dissolved in MeOH (30 ml) and 20% NaOH (10 ml) was added at 4° C. The mixture was stirred at 4° C. for 1 h and then at room temperature for another 20 min. The solvent was then removed under reduced pressure and the residue was purified by silica gel column chromatography as well as C-18 column chromatography to give pure 1-propyl, 3-cyclopropyl, 6-aminouracil (2) (5.23 g, 25%).

후처리

  1. customThe solvent was then removed under reduced pressure
  2. dissolutionThe residue was dissolved in MeOH (30 ml)
  3. addition20% NaOH (10 ml) was added at 4° C
  4. waitat room temperature for another 20 min
  5. customThe solvent was then removed under reduced pressure
  6. customthe residue was purified by silica gel column chromatography as well as C-18 column chromatography

출처 및 근거

ORD 기록
ord-3a26104184044ef7bb8484b0d17b6e7f
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07598379B2

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