5-Aminoimidazole-4-carboxamide hydrochloride → 4-Phenylimidazo[1,5-a]pyrimidine-8-carboxamide

HRID 477451

反応式

HRID 477451 の反応式
Cl.[NH2:2][C:3]1[N:4]=[CH:5][NH:6][C:7]=1[C:8]([NH2:10])=[O:9].CN(C)[CH:13]=[CH:14][C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=O.C(=O)(O)[O-].[Na+]>C(O)(=O)C.ClCCl>[C:17]1([C:15]2[N:4]3[CH:5]=[N:6][C:7]([C:8]([NH2:10])=[O:9])=[C:3]3[N:2]=[CH:13][CH:14]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

6

反応物 3

HCID 661465-Aminoimidazole-4-carboxamide hydrochlorideHCID 3534603-(Dimethylamino)-1-phenyl-2-propen-1-oneHCID 516892Sodium Bicarbonate

生成物 1

HCID 146774704-Phenylimidazo[1,5-a]pyrimidine-8-carboxamide収率 43.9%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 6344Dichloromethane溶媒

実験手順

A stirred mixture of 11.0 g of 4-amino-5-imidazolecarboxamide hydrochloride and 15.0 g of 3-dimethylaminoacrylophenone (prepared as described in Example 1) in 120 ml of glacial acetic acid was heated at reflux for 4 hours. The solvent was evaporated in vacuo to give a dark oil which was dissolved in dichloromethane, then treated by stirring with saturated sodium bicarbonate. The organic solvent was evaporated and the remaining mixture was filtered and the solid was washed with water, dried, and then was recrystallized from ethanol to give 7.08 g of the desired product as a yellow solid, mp 226°-228° C.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 4 hours
  3. customThe solvent was evaporated in vacuo
  4. customto give a dark oil which
  5. additiontreated
  6. customThe organic solvent was evaporated
  7. filtrationthe remaining mixture was filtered
  8. washthe solid was washed with water
  9. customdried
  10. customwas recrystallized from ethanol

出典と根拠

ORDレコード
ord-816a2f8c0a064c0a9685c614ac62d7c6
出典データセット
uspto-grants-1989_12
特許番号
US04888345

関連ノート

読み込み中…