Sodium → 2-Nitroamino-5-(1-n-butyl-2-oxopyridin-4-ylmethyl)pyrimidin-4-one

HRID 1719541노트

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HRID 1719541 반응식
[Na].[N+:2]([NH:5][C:6]([NH2:8])=[NH:7])([O-:4])=[O:3].[CH:9]([CH:11]([CH2:17][C:18]1[CH:23]=[CH:22][N:21]([CH2:24][CH2:25][CH2:26][CH3:27])[C:20](=[O:28])[CH:19]=1)[C:12](OCC)=O)=[O:10]>CO.O>[N+:2]([NH:5][C:6]1[NH:8][C:9](=[O:10])[C:11]([CH2:17][C:18]2[CH:23]=[CH:22][N:21]([CH2:24][CH2:25][CH2:26][CH3:27])[C:20](=[O:28])[CH:19]=2)=[CH:12][N:7]=1)([O-:4])=[O:3]

참가 물질

6

반응물 3

HCID 5360545SodiumHCID 20267147HCID 20267147, 화합물HCID 86287517Nitroguanidine

생성물 1

HCID 184701322-Nitroamino-5-(1-n-butyl-2-oxopyridin-4-ylmethyl)pyrimidin-4-one

시약·촉매·용매 2

HCID 887Methanol용매3회HCID 962Water용매

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온도
0 °C

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-d3cff439bf1e4e94a2d1edc5e2c87396
출처 데이터셋
uspto-grants-1985_09
특허 번호
US04540699

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