N-[2-[N-(4-methoxybenzyl)-N-(2-pyridyl)amino]ethyl]-N-methyl-1,2-ethanediamine → N-[2-[N-[2-[N-(4-methoxybenzyl)-N-(2-pyridyl)amino]ethyl]-N-methylamino]ethyl]-N'-[3-[3-(piperidinomethyl)phenoxy]propyl]-2-nitro-1,1-ethenediamine
Reaktionsgleichung
[CH3:1][O:2][C:3]1[CH:23]=[CH:22][C:6]([CH2:7][N:8]([CH2:15][CH2:16][N:17]([CH3:21])[CH2:18][CH2:19][NH2:20])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:5][CH:4]=1.CS[C:26]([NH:31][CH2:32][CH2:33][CH2:34][O:35][C:36]1[CH:41]=[CH:40][CH:39]=[C:38]([CH2:42][N:43]2[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]2)[CH:37]=1)=[CH:27][N+:28]([O-:30])=[O:29]>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]([CH2:15][CH2:16][N:17]([CH2:18][CH2:19][NH:20][C:26]([NH:31][CH2:32][CH2:33][CH2:34][O:35][C:36]2[CH:41]=[CH:40][CH:39]=[C:38]([CH2:42][N:43]3[CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]3)[CH:37]=2)=[CH:27][N+:28]([O-:30])=[O:29])[CH3:21])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:22][CH:23]=1Komponenten
3
Edukt 2
Produkt 1
Versuchsvorschrift
Preparation is effected analogously to Example 22, using 0.85 g (2.7 mmol) of N-[2-[N-(4-methoxybenzyl)-N-(2-pyridyl)amino]ethyl]-N-methyl-1,2-ethanediamine and the equimolar amount of 1-methylthio-1-[3-[3-(piperidinomethyl)phenoxy]propyl]amino-2-nitroethene as starting materials. Chromatographic working-up analogously to Example 22 yields the purified title compound in the form of a viscous oil; MS (+FAB method): m/z (rel. int. [%])=632 ([M+H]+, 8), 121 (100). For further analysis, a portion of the compound is converted into the tartaric acid salt and recrystallised from isopropanol/ether; m.p.: 102°-104° C. (isopropanol/ether).