HRID1719541

反应详情

EQUATION

反应方程式

HRID 1719541 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

To a stirred solution of sodium (6.77 g) in methanol (120 ml) was added nitroguanidine (27.25 g. containing 25% water) and methanol (30 ml). The mixture was refluxed for 45 minutes and then was added dropwise ethyl α-formyl-β-(N-n-butyl-2-oxo-4-pyridyl)propionate (54.85 g) in methanol (150 ml) over 90 minutes. The reaction mixture was refluxed for 23 hours and evaporated under reduced pressure to give an oil. This oil was dissolved in water (200 ml) and extracted with chloroform (3×65 ml). The combined chloroform extracts were washed with water (2×35 ml). The combined aqueous layer and aqueous washings were taken to pH 5 with glacial acetic acid whereupon a brown oil came out of solution. This was dissolved with warming in isopropanol (75 ml) and cooled at 0° C. overnight to yield after filtration, washing and drying in vacuo 2-nitroamino-5-(1-n-butyl-2-oxopyridin-4-ylmethyl)pyrimidin-4-one as a solid (19.46 g), recrystallisation from aqueous acetic acid gave material with m.p. 198°-201° C.

WORKUP

后处理

  1. temperatureThe mixture was refluxed for 45 minutes
  2. temperatureThe reaction mixture was refluxed for 23 hours
  3. customevaporated under reduced pressure
  4. customto give an oil
  5. extractionextracted with chloroform (3×65 ml)
  6. washThe combined chloroform extracts were washed with water (2×35 ml)
  7. dissolutionThis was dissolved
  8. temperaturewith warming in isopropanol (75 ml)
  9. customto yield
  10. filtrationafter filtration
  11. washwashing
  12. dry with materialdrying in vacuo 2-nitroamino-5-(1-n-butyl-2-oxopyridin-4-ylmethyl)pyrimidin-4-one as a solid (19.46 g), recrystallisation from aqueous acetic acid
  13. customgave material with m.p. 198°-201° C.