4-Chlorobenzylamine → N-(4-Chlorobenzyl)-9-iodo-1-methyl-2,7-dioxo-2,3-dihydro-1H,7H-pyrido[1,2,3-de]-quinoxaline-6-carboxamide
Reaktionsgleichung
[I:1][C:2]1[CH:3]=[C:4]2[C:16](=[O:17])[C:15]([C:18]([O:20]CC)=O)=[CH:14][N:6]3[CH2:7][C:8](=[O:13])[N:9]([CH3:12])[C:10]([CH:11]=1)=[C:5]23.[Cl:23][C:24]1[CH:31]=[CH:30][C:27]([CH2:28][NH2:29])=[CH:26][CH:25]=1>C(#N)C>[Cl:23][C:24]1[CH:31]=[CH:30][C:27]([CH2:28][NH:29][C:18]([C:15]2[C:16](=[O:17])[C:4]3[C:5]4[N:6]([CH:14]=2)[CH2:7][C:8](=[O:13])[N:9]([CH3:12])[C:10]=4[CH:11]=[C:2]([I:1])[CH:3]=3)=[O:20])=[CH:26][CH:25]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A mixture of ethyl 9-iodo-1-methyl-2,7-dioxo-2,3-dihydro-1H,7H-pyrido[1,2,3-de]quinoxaline-6-carboxylate (Preparation 22, 400 mg) is stirred at 180° C. in 4-chlorobenzylamine (2.0 mL) for 1 h. The mixture is cooled and diluted with acetonitrile to give 412 mg of the title compound. Physical characteristics: M.p. 278-283° C.; 1H NMR (DMSO-d6) δ3.38, 4.55, 5.21, 7.35, 7.39, 7.69, 8.18, 8.76, 10.12. Anal. Found: C, 47.43; H, 3.01; N, 8.32; Cl, 7.14.