5-Aminoimidazole-4-carboxamide hydrochloride → 4-(2,5-Dichlorophenyl)imidazo[1,5-a]pyrimidine-8-carboxamide

HRID 1199943

반응식

HRID 1199943 반응식
Cl.[NH2:2][C:3]1[N:4]=[CH:5][NH:6][C:7]=1[C:8]([NH2:10])=[O:9].[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=1[C:19](=O)[CH:20]=[CH:21]N(C)C.C(=O)(O)[O-].[Na+].ClCCl.CCCCCC>C(O)(=O)C.ClCCl>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=1[C:19]1[N:4]2[CH:5]=[N:6][C:7]([C:8]([NH2:10])=[O:9])=[C:3]2[N:2]=[CH:21][CH:20]=1

참가 물질

7

반응물 4

HCID 661465-Aminoimidazole-4-carboxamide hydrochlorideHCID 516892Sodium BicarbonateHCID 28062062',5'-Dichloro-3-dimethylaminoacrylophenoneHCID 21226440Methylenechloride Hexane

생성물 1

HCID 146774734-(2,5-Dichlorophenyl)imidazo[1,5-a]pyrimidine-8-carboxamide수율 74.3%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 6344Dichloromethane용매

실험 절차

A stirred mixture of 5.2 g of 4-amino-5-imidazolecarboxamide hydrochloride and 10.0 g of 2',5'-dichloro-3-dimethylaminoacrylophenone (prepared as described in Example 4) in 80 ml of glacial acetic acid was heated at reflux for 4 hours. Evaporation in vacuo gave a dark oil which was dissolved in dichloromethane and treated with saturated sodium bicarbonate. The organic layer was separated, washed with water then dried over anhydrous sodium sulfate. The dichloromethane solution was passed through a short column of hydrous magnesium silicate. Evaporation of the eluate gave a semi-solid which was treated with hot dichloromethane-hexane to give a yellow precipitate which was collected by filtration and dried to give 7.3 g of the product of the example, mp 230°-234° C.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 4 hours
  3. customEvaporation in vacuo
  4. customgave a dark oil which
  5. customThe organic layer was separated
  6. washwashed with water
  7. dry with materialthen dried over anhydrous sodium sulfate
  8. customEvaporation of the eluate
  9. customgave a semi-solid which
  10. customto give a yellow precipitate which
  11. filtrationwas collected by filtration
  12. customdried

출처 및 근거

ORD 기록
ord-f5b3f9f1af7b4d62b7b9c7a11cbb4212
출처 데이터셋
uspto-grants-1990_02
특허 번호
US04904658

연결된 노트

불러오는 중…