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

HRID 1247892ノート

反応式

HRID 1247892 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Sodium (1.15 g) was dissolved in methanol (50 ml), and nitroguanidine (4.7 g) was added to the cooled solution. The mixture was heated under reflux for 45 minutes, ethyl 2-formyl-3-(3-pyridyl)propionate (9.3 g) was added portionwise and the mixture was heated under reflux 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.

後処理

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

出典と根拠

ORDレコード
ord-bc7b9725dc80487986b6a0f20a644f71
出典データセット
uspto-grants-1985_06
特許番号
US04521418

反応ノート

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