Synthesis and Properties of Condensed Lumazine-Ringsystems

1,3-Dimethyllumazine-6,7-diamine (1) and its monomethyl -(3,4) and monophenylamino (5) derivates are interesting starting materials for the synthesis of imidazo[4,5-g] (6-22) and pyrazino[2,3-g]lumazines (23-26). Ringclosure proceeds under relative drastic conditions and the resulting reaction produ...

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Bibliographic Details
Main Authors: Abou-Hadeed Khaled, Pfleiderer Wolfgang
Format: Article
Language:English
Published: De Gruyter 2002-08-01
Series:Pteridines
Subjects:
Online Access:https://doi.org/10.1515/pteridines.2002.13.3.65
Description
Summary:1,3-Dimethyllumazine-6,7-diamine (1) and its monomethyl -(3,4) and monophenylamino (5) derivates are interesting starting materials for the synthesis of imidazo[4,5-g] (6-22) and pyrazino[2,3-g]lumazines (23-26). Ringclosure proceeds under relative drastic conditions and the resulting reaction products are highly fluorescent. Methylation of 5,7-dimethyll-imidazo[4,5-g)lumazine (6) led to an isomeric mixture of the 1- (17) and 3-methyl derivatives (7) which could be separated chromatographically. Their structural assignment was based on unambiguous syntheses heating 4 and 3, respectively, with formamide under reflux for ringclosure. The newly synthesized compounds have been characterized by 1H-NMR and UV-spectra as well as elemental analyses.
ISSN:0933-4807
2195-4720