1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one → 7-(3-Pyridinyl)[1,2,4]triazolo[1,5-a]pyrimidine

HRID 326089

반응식

HRID 326089 반응식
[NH2:1][C:2]1[N:6]=[CH:5][NH:4][N:3]=1.CN(C)[CH:9]=[CH:10][C:11]([C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1)=O>C(O)(=O)C>[N:15]1[CH:16]=[CH:17][CH:18]=[C:13]([C:11]2[N:3]3[N:4]=[CH:5][N:6]=[C:2]3[N:1]=[CH:9][CH:10]=2)[CH:14]=1

참가 물질

4

반응물 2

HCID 5670331-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-oneHCID 178418311HCID 178418311, 화합물

생성물 1

HCID 9009447-(3-Pyridinyl)[1,2,4]triazolo[1,5-a]pyrimidine

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 2.54 g of 3-amino-1,2,4-triazole, 5.29 g of 3-dimethylamino-1-(3-pyridyl)-2-propene-1-one and 25 ml of glacial acetic acid was heated under reflux for 6 hours. The solvent was removed in vacuo and the solid residue was partitioned between a saturated aqueous sodium bicarbonate solution and dichloromethane. The organic layer was separated and dried over powdered anhydrous sodium sulfate. This solution was passed through a short column of a hydrous magnesium silicate and the effluent was refluxed on a steam bath with the gradual addition of hexane until crystallization was noted. On cooling the desired compound was separated and collection by filtration gave 1.95 g. of colorless crystals mp. 209°-210° C.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 6 hours
  3. customThe solvent was removed in vacuo
  4. customthe solid residue was partitioned between a saturated aqueous sodium bicarbonate solution and dichloromethane
  5. customThe organic layer was separated
  6. customdried
  7. temperaturethe effluent was refluxed on a steam bath with the gradual addition of hexane until crystallization
  8. temperatureOn cooling the desired compound
  9. customwas separated
  10. customcollection
  11. filtrationby filtration
  12. customgave 1.95 g

출처 및 근거

ORD 기록
ord-71b0cc88388149b8b5c31ae457814789
출처 데이터셋
uspto-grants-1984_04
특허 번호
US04444774

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