Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 477451Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/477451

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt5-Aminoimidazole-4-carboxamide hydrochlorideHCID 66146—
Edukt3-(Dimethylamino)-1-phenyl-2-propen-1-oneHCID 353460—
EduktSodium BicarbonateHCID 516892—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelDichloromethaneHCID 6344—
Produkt4-Phenylimidazo[1,5-a]pyrimidine-8-carboxamideHCID 1467747043,9%

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04888345
Quelldatensatzuspto-grants-1989_12
ORD IDord-816a2f8c0a064c0a9685c614ac62d7c6
Quellennotizuspto-grants-1989_12