An Efficient Synthesis of Pyrazolo[3,4-b]quinolin-3-amine and Benzo[b][1,8]naphthyridine Derivatives

doi:10.3390/12030361

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Molecules 2007, 12(3), 361-372; doi:10.3390/12030361

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An Efficient Synthesis of Pyrazolo[3,4-b]quinolin-3-amine and Benzo[b][1,8]naphthyridine Derivatives

Yehya M Elkholy

Chemistry Department, Faculty of Science, Helwan University, Ain-Helwan, Cairo, Egypt

Received: 24 January 2007; in revised form: 10 February 2007 / Accepted: 21 February 2007 / Published: 8 March 2007

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Abstract: 2-Oxo-4-phenyl-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile (10) reacted with hydrazine hydrate, phenylisothiocyanate or benzoyl chloride to give derivatives 12, 13 and 15, respectively. The latter two products were treated with hydrazine hydrate to afford pyrozole[3,4-b]quinolines derivatives 14 and 16, respectively. Compound 10 also reacted with acetonitrile dimer or malononitrile dimer to yield benzo[b][1,8]-naphthyridine derivatives. A single crystal X-ray crystallographic analysis was performed on compound 10, confirming its structure.

Keywords: Hexahydroquinoline; hydrazine hydrate; urea; acetonitrile or malononitrile dimer; X-ray crystal structure

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MDPI and ACS Style

Elkholy, Y.M. An Efficient Synthesis of Pyrazolo[3,4-b]quinolin-3-amine and Benzo[b][1,8]naphthyridine Derivatives. Molecules 2007, 12, 361-372.

AMA Style

Elkholy YM. An Efficient Synthesis of Pyrazolo[3,4-b]quinolin-3-amine and Benzo[b][1,8]naphthyridine Derivatives. Molecules. 2007; 12(3):361-372.

Chicago/Turabian Style

Elkholy, Yehya M. 2007. "An Efficient Synthesis of Pyrazolo[3,4-b]quinolin-3-amine and Benzo[b][1,8]naphthyridine Derivatives." Molecules 12, no. 3: 361-372.

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