Reaktion #75391

Reaktionsgleichung

sodium hydride

7,7-dimethyl-2-phenyl-5H,7H-imidazo[4,5-h]isoquinoline-4,6-dione hydrochloride

dimethyl sulfoxide

3-diethylamino propyl bromide

→

7,7-Dimethyl-2-phenyl-5-(3-diethylamino-propyl)-5H,7H-imidazo[4,5-h]isoquinoline-4,6-dione dihydrochloride

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was heated at 50° C. for 3 hours
2. 2
   Extraktionextracted several times with chloroform
3. 3
   SonstigeThe chloroform phases were evaporated
4. 4
   Sonstigethe residue was purified on a silicagel column
5. 5
   SonstigeThe dihydrochloride was precipitated from acetone with ethereal hydrochloric acid
6. 6
   Sonstigerecrystallized from methanol/acetone

Vorschrift

2.6 gm of a 55% suspension of sodium hydride in oil were added in portions to a mixture of 5.1 gm of 7,7-dimethyl-2-phenyl-5H,7H-imidazo[4,5-h]isoquinoline-4,6-dione hydrochloride and 50 ml of dimethyl sulfoxide. After stirring the mixture at room temperature for one hour, 4.8 gm of 3-diethylamino propyl bromide hdyrobromide were added, and the mixture was heated at 50° C. for 3 hours. The reaction mixture was admixed with water and extracted several times with chloroform. The chloroform phases were evaporated and the residue was purified on a silicagel column. The dihydrochloride was precipitated from acetone with ethereal hydrochloric acid and recrystallized from methanol/acetone.

Quelle