Azido–tetrazole tautomerism of pyrano[3,4-c]pyridine derivatives


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Treatment of N-aryl-8-hydrazinylpyrano[3,4-c]pyridine-5-carbonitriles with sodium nitrite in acetic acid afforded the corresponding 8-azido derivatives existing in solution as equilibrium mixtures with cyclic tetrazole tautomer whose fraction attains 48%. Lower solvent polarity and elevated temperature favor increased fraction of the azido tautomer.

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E. Paronikyan

Mndzhoyan Institute of Fine Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry

Email: Shdashyan@gmail.com
亚美尼亚, pr. Azatutyan 26, Yerevan, 0014

Sh. Dashyan

Mndzhoyan Institute of Fine Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry

编辑信件的主要联系方式.
Email: Shdashyan@gmail.com
亚美尼亚, pr. Azatutyan 26, Yerevan, 0014

N. Minasyan

Molecular Structure Research Center, Scientific Technological Center of Organic and Pharmaceutical Chemistry

Email: Shdashyan@gmail.com
亚美尼亚, pr. Azatutyan 26, Yerevan, 0014

G. Stepanyan

Mndzhoyan Institute of Fine Organic Chemistry, Scientific Technological Center of Organic and Pharmaceutical Chemistry

Email: Shdashyan@gmail.com
亚美尼亚, pr. Azatutyan 26, Yerevan, 0014

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