Sodium → N-{6-Oxo-5-[(pyridin-3-yl)methyl]-1,6-dihydropyrimidin-2-yl}nitramide

HRID 1719138노트

반응식

HRID 1719138 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:19]=[N:20][CH:21]=[CH:22][CH:23]=1)[C:12](OCC)=O)=[O:10]>CO>[N+:2]([NH:5][C:6]1[NH:8][C:9](=[O:10])[C:11]([CH2:17][C:18]2[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=2)=[CH:12][N:7]=1)([O-:4])=[O:3]

참가 물질

5

반응물 3

HCID 5360545SodiumHCID 13505286Ethyl 2-formyl-3-(3-pyridyl)propionateHCID 86287517Nitroguanidine

생성물 1

HCID 12788688N-{6-Oxo-5-[(pyridin-3-yl)methyl]-1,6-dihydropyrimidin-2-yl}nitramide수율 38%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

(a)(i) Sodium (1.15 g) was dissolved in methanol (50 ml), and nitroguanidine (4.7 g) was added to the cooled solution. The mixture was refluxed for 45 minutes, ethyl 2-formyl-3-(3-pyridyl)propionate (9.3 g) was added portionwise and the mixture was refluxed for 45 hours and evaporated to dryness. Water was added to the residue and the mixture was extracted with chloroform. The aqueous phase was adjusted to pH 5 with acetic acid, and the solid which was precipitated was filtered off, washed and dried to give 2-nitroamino-5-(3-pyridylmethyl)-4-pyrimidone, m.p. 214.5°-216°, in 38% yield.

후처리

  1. temperatureThe mixture was refluxed for 45 minutes
  2. temperaturethe mixture was refluxed for 45 hours
  3. customevaporated to dryness
  4. additionWater was added to the residue
  5. extractionthe mixture was extracted with chloroform
  6. customthe solid which was precipitated
  7. filtrationwas filtered off
  8. washwashed
  9. customdried

출처 및 근거

ORD 기록
ord-ce621b9170334e63b8630b918d109927
출처 데이터셋
uspto-grants-1985_09
특허 번호
US04539207

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