Oxalyl chloride → HCID 20158336, Verbindung
Reaktionsgleichung
[CH2:1]([N:3]([CH2:21][CH3:22])[CH2:4][CH2:5][N:6]1[C:19]2C(=[CH:15][CH:16]=[CH:17][CH:18]=2)C(=O)[C:12]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]1=2)[CH3:2].[C:23]([Cl:28])(=O)[C:24]([Cl:26])=O>ClCCl>[Cl-:26].[Cl:28][C:23]1[C:24]2[C:19]([N+:6]([CH2:5][CH2:4][N:3]([CH2:21][CH3:22])[CH2:1][CH3:2])=[C:7]3[C:12]=1[CH:11]=[CH:10][CH:9]=[CH:8]3)=[CH:18][CH:17]=[CH:16][CH:15]=2Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A mixture of 4.94 g of 10-[2-(diethylamino)ethyl]-9-acridanone, 300 ml of dichloromethane and 2.85 ml (33.6 mmol) of oxalyl chloride is stirred for 20 minutes, the crystals (9-chloro-10-[2-(diethylamino)ethyl]-acridinium chloride) obtained are filtered with ether. This material is taken up in 100 ml of methanol, treated with 2.8 g of N-methyl-N-(2-thiazolyl)hydrazine hydrochloride and 4.1 g of sodium acetate, heated to boiling under reflux for 15 minutes and evaporated. The residue is made alkaline with sodium carbonate solution, extracted with dichloromethane, the extract is washed with water, dried and evaporated. By crystallization of the residue from isopropyl ether there is obtained 10-[2-(diethylamino)ethyl]-9-acridanone methyl(2-thiazolyl)hydrazone of melting point 103°-104°.