Potassium Carbonate → 2,7,7-Trimethyl-5-(2-diethylamino-ethyl)-5H,7H-imidazo[4,5-h]isoquinoline-4,6-dione hydrochloride

HRID 47112

Reaktionsgleichung

Reaktionsgleichung von HRID 47112
[CH3:1][C:2]1[N:18]=[C:5]2[C:6](=[O:17])[CH2:7][CH:8]3[C:13]([CH:12]=[N:11][C:10]([CH3:15])([CH3:14])[C:9]3=[O:16])=[C:4]2[N:3]=1.Cl.[CH2:20]([N:22]([CH2:25][CH2:26][Cl:27])[CH2:23][CH3:24])[CH3:21].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[ClH:27].[CH3:1][C:2]1[N:18]=[C:5]2[C:6](=[O:17])[CH:7]([CH2:21][CH2:20][N:22]([CH2:25][CH3:26])[CH2:23][CH3:24])[CH:8]3[C:13]([CH:12]=[N:11][C:10]([CH3:14])([CH3:15])[C:9]3=[O:16])=[C:4]2[N:3]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 133631-Chloro-2-(diethylamine)ethane hydrochlorideHCID 706107882,7,7-trimethyl-5H,7H-imidazo[4,5-h]isoquinoline-4,6-dione

Produkt 1

HCID 706111972,7,7-Trimethyl-5-(2-diethylamino-ethyl)-5H,7H-imidazo[4,5-h]isoquinoline-4,6-dione hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

4.2 gm of 2,7,7-trimethyl-5H,7H-imidazo[4,5-h]isoquinoline-4,6-dione were dissolved in 100 ml of dimethylformamide, and the solution was admixed with 3.4 gm of diethylamino ethyl chloride hydrochloride and 4.1 gm of potassium carbonate. The mixture was refluxed for 8 hours, the solvent was distilled off in vacuo, the residue was admixed with water and extracted with chloroform. The chloroform phase was evaporated and the residue was purified on a silicagel column (eluant: chloroform/acetone 19:1). The dihydrochloride was precipitated from acetone/methanol with ethereal hydrochloric acid and recrystallized from acetone/methanol.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 8 hours
  2. distillationthe solvent was distilled off in vacuo
  3. extractionextracted with chloroform
  4. customThe chloroform phase was evaporated
  5. customthe residue was purified on a silicagel column (eluant: chloroform/acetone 19:1)
  6. customThe dihydrochloride was precipitated from acetone/methanol with ethereal hydrochloric acid
  7. customrecrystallized from acetone/methanol

Quellen und Nachweise

ORD-Eintrag
ord-866b4918b68a46828ad29f644d56bd5a
Quelldatensatz
uspto-grants-1979_11
Patentnummer
US04176184

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