草酰乙酸二乙酯 → Ethyl 2-amino-6-oxo-3,6-dihydropyrimidine-4-carboxylate

HRID 7635笔记

反应方程式

HRID 7635 反应方程式
[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]

参与物

5

反应物 2

HCID 66951草酰乙酸二乙酯HCID 286947Carbonic acid-guanidine (1:1)

产物 1

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

试剂、催化剂与溶剂 2

HCID 702乙醇溶剂HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂

实验过程

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).

后处理

  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%)

来源与证据

ORD记录
ord-764d1c4e0aa144ca945e165640b2174a
来源数据集
uspto-grants-2006_08
专利号
US07087614B2

反应笔记

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