Synthesis 2018; 50(24): 4982-4988
DOI: 10.1055/s-0037-1610239
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of 1-Carboxamide-1,4-dihydropyridazines via Recycli­zation of Hydroxypyrrolines with Semicarbazides

Authors

  • Dmitrii A. Shabalin

    a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky St, Irkutsk 664033, Russian Federation   Email: boris_trofimov@irioch.irk.ru
  • Evgeniya E. Ivanova

    a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky St, Irkutsk 664033, Russian Federation   Email: boris_trofimov@irioch.irk.ru
  • Anton V. Kuzmin

    a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky St, Irkutsk 664033, Russian Federation   Email: boris_trofimov@irioch.irk.ru
    b   Limnological Institute, Siberian Branch of the Russian Academy of Sciences, 3 Ulan-Batorskaya St, Irkutsk 664033, Russian Federation
  • Marina Yu. Dvorko

    a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky St, Irkutsk 664033, Russian Federation   Email: boris_trofimov@irioch.irk.ru
  • Elena Yu. Schmidt

    a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky St, Irkutsk 664033, Russian Federation   Email: boris_trofimov@irioch.irk.ru
  • Boris A. Trofimov*

    a   A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky St, Irkutsk 664033, Russian Federation   Email: boris_trofimov@irioch.irk.ru

The reported study was funded by RFBR according to the research project No. 18-33-00089. The spectral data were obtained with the equipment of the Baikal Analytical Center for collective use SB RAS.
Further Information

Publication History

Received: 28 May 2018

Accepted after revision: 19 July 2018

Publication Date:
22 August 2018 (online)


Graphical Abstract

Preview

Abstract

Recyclization of available 5-hydroxypyrrolines with semicarbazide and its analogues has been studied. As a result, rare 1,4-dihydropyridazines with carboxamide function at the N-1 atom have been synthesized in up to 88% isolated yields.

Supporting Information