Diethyl oxalacetate → Ethyl 2-amino-6-oxo-3,6-dihydropyrimidine-4-carboxylate

HRID 7635

반응식

HRID 7635 반응식
[CH2:1]([O:3][C:4](=[O:13])[CH2:5][C:6]([C:8](OCC)=[O:9])=O)[CH3:2].C(=O)(O)O.[NH2:18][C:19]([NH2:21])=[NH:20]>C(O)C.O>[CH2:1]([O:3][C:4]([C:5]1[N:18]=[C:19]([NH2:21])[NH:20][C:8](=[O:9])[CH:6]=1)=[O:13])[CH3:2]

참가 물질

5

반응물 2

HCID 66951Diethyl oxalacetateHCID 286947Carbonic acid-guanidine (1:1)

생성물 1

HCID 135449811Ethyl 2-amino-6-oxo-3,6-dihydropyrimidine-4-carboxylate

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

A solution of oxalacetic acid diethyl ester (8.5 g, 45.2 mmol) in ethanol (100 mL) was treated with guanidine carbonate (8.1 g, 45.2 mmol) and this was stirred under reflux for 2 hours. The mixture was diluted with water, concentrated to removed ethanol, and the solid was collected by filtration. The solid was then suspended in ethanol (40 mL) and concentrated hydrochloric acid (1 mL) and refluxed for 15 minutes. The mixture was then cooled, basified with potassium carbonate, diluted with water and concentrated to removed ethanol. The white solid was collected by filtration and vacuum dried to give J1.1 (1.67 g, 20%). 1H-NMR (DMSO-d6) δ: 10.34 (1H, br s), 8.92 (1H, br s), 7.46 (1H, br, s), 5.42 (1H, s), 4.18 (2H, q, J=7 Hz), 1.24 (3H, t, J=7 Hz).

후처리

  1. temperatureunder reflux for 2 hours
  2. concentrationconcentrated
  3. customto removed ethanol
  4. filtrationthe solid was collected by filtration
  5. temperatureconcentrated hydrochloric acid (1 mL) and refluxed for 15 minutes
  6. temperatureThe mixture was then cooled
  7. additiondiluted with water
  8. concentrationconcentrated
  9. customto removed ethanol
  10. filtrationThe white solid was collected by filtration and vacuum
  11. customdried
  12. customto give J1.1 (1.67 g, 20%)

출처 및 근거

ORD 기록
ord-764d1c4e0aa144ca945e165640b2174a
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087614B2

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