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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 18
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Original Articles

A New Route for the Synthesis of Substituted Pyridazines

Pages 3211-3218 | Received 03 Oct 2006, Published online: 10 Sep 2007
 

Abstract

Condensation of 4‐acetyl‐5,6‐diphenyl‐2,3‐dihydropyridzin‐3‐one (1) with dimethylformamide dimethylacctal (DMFDMA) afforded the enaminone 2. This could be converted into the pyrazolylpyridazine derivative 4 on reaction with hydrazine hydrate and into pyridazinylpyridazinone 7a,b via coupling with aromatic diazonium salts and subsequent treatment with active methylene compounds. The reaction of 6 with dimethyl acetylenedicarboxylate in the presence of triphenylphosphine afforded the pyridazinylpyridazine derivative 8. Compound 1 converted into 9 upon reflux in acetic acid in the presence of ammonium acetate and afforded 10 on reflux in acetic acid.

Acknowledgment

The author is grateful to M. H. Elnagdi for his valuable advice about this work.

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