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114. Syntheses and Fluorescent Properties of 2-Amino Substituted 6,7-Dimethoxy-4-(trifluoromethyl)quinolines
W. Stadlbauer, A. B. Avhale, N. S. Badgujar, G. Uray, J.Heterocycl.Chem., 46 (2009) 415-420.

Abstract:
2-Amino-substituted 6,7-dimethoxy-4-trifluoromethyl-quinolines were synthesized from the 2-oxo compound 1 via 2-chloroquinoline 2 and aminated with anilines or benzylamine to give highly fluorescent molecules 4, 5. 2-Aminoquinoline 8 was obtained via azidation of 2 to 6, reaction to the phosphazene 7, and hydrolysis. 4-Ethoxycarbonyl derivative 4b is suitable for linking appropriate biomolecules. The construction of a linking group was achieved by conversion of 4b via carboxylic acid 9 to the reactive O-succinimide ester 10, which reacts easily with amino acids or peptides to amides 11 and 12. The fluorescent properties were investigated and are comparable with derivatives of 1.


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