Novel Derivatives of Adamantyl-substituted Quinolin-6-amines and Synthesis of Imidazo[4,5- f ]quinolines Therefrom

A. A. Abramov; M. V. Kulagina; N. A. Gavrilova; E. S. Semichenko; A. A. Kondrasenko; G. A. Suboch

doi:10.1134/S1070428019080256

Novel Derivatives of Adamantyl-substituted Quinolin-6-amines and Synthesis of Imidazo[4,5-f]quinolines Therefrom

作者: Abramov A.A.¹, Kulagina M.V.¹, Gavrilova N.A.¹, Semichenko E.S.¹, Kondrasenko A.A.²^,3, Suboch G.A.¹
隶属关系:
1. Reshetnev Siberian State University of Science and Technology
2. Institute of Chemistry and Chemical Technology, Krasnoyarsk Research Center, Siberian Branch
3. Kirenskii Institute of Physics, Krasnoyarsk Research Center, Siberian Branch
期: 卷 55, 编号 8 (2019)
页面: 1234-1237
栏目: Short Communications
URL: https://bakhtiniada.ru/1070-4280/article/view/221124
DOI: https://doi.org/10.1134/S1070428019080256
ID: 221124

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N-(Adamantan-1-yl)alkyl-substituted 5-nitrosoquinolin-6-amines were synthesized for the first time by the amination of 5-nitrosoquinolin-6-ol with primary N-[(adamantan-1-yl)alkyl]amines. The resulting nitrosoquinolinamines were reduced with hydrazine hydrate over Pd/C to N⁶-[(adamantan-1-yl)alkyl]quinoline-5,6-diamines. The latter were heated in formic acid to obtain previously unknown 3-[(adamantan-1-yl)alkyl]-3H-imidazo[4,5-f]quinolines.