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Condensed Pyridazines. Part I. Synthesis of 2‐Oxo‐2 H ‐pyrano(2,3‐ D )‐pyridazine and 2‐Oxo‐2 H ‐pyrano(2,3‐ c ) pyridazine

Condensed Pyridazines. Part I. Synthesis of 2‐Oxo‐2 H ‐pyrano(2,3‐ D )‐pyridazine and 2‐Oxo‐2 H... The reaction of 4,7‐diehlorofuro(2,3‐d)pyridazine (1) with potassium cyanide in DMSO gave two products, (E)‐3,6‐diehloro‐5‐(2‐cyanovinyl)‐4‐hydroxypyridazine (II) and 5,8‐dichloro‐2‐oxo‐2H‐pyrano(2,3‐d)pyridazine (III) as a result of ring opening or ring expansion. A new ring system, 2‐oxo‐2H‐pyrano(2,3‐c)pyridazines (IX, XII, XIII) was obtained from 5,8‐dichloro‐3‐methyl‐2‐oxo‐2H‐pyrano(2,3‐d)pyridazine (VI). http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Journal of Heterocyclic Chemistry Wiley

Condensed Pyridazines. Part I. Synthesis of 2‐Oxo‐2 H ‐pyrano(2,3‐ D )‐pyridazine and 2‐Oxo‐2 H ‐pyrano(2,3‐ c ) pyridazine

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References (6)

Publisher
Wiley
Copyright
Copyright © 1979 Journal of Heterocyclic Chemistry
ISSN
0022-152X
eISSN
1943-5193
DOI
10.1002/jhet.5570160210
Publisher site
See Article on Publisher Site

Abstract

The reaction of 4,7‐diehlorofuro(2,3‐d)pyridazine (1) with potassium cyanide in DMSO gave two products, (E)‐3,6‐diehloro‐5‐(2‐cyanovinyl)‐4‐hydroxypyridazine (II) and 5,8‐dichloro‐2‐oxo‐2H‐pyrano(2,3‐d)pyridazine (III) as a result of ring opening or ring expansion. A new ring system, 2‐oxo‐2H‐pyrano(2,3‐c)pyridazines (IX, XII, XIII) was obtained from 5,8‐dichloro‐3‐methyl‐2‐oxo‐2H‐pyrano(2,3‐d)pyridazine (VI).

Journal

Journal of Heterocyclic ChemistryWiley

Published: Mar 1, 1979

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