| Abstract: | ![]()
Two 3-acetylpyridazines have been prepared. N-Oxidation of 3-acetylpyridazine ( 6 ) gave only 3-acetylpyridazine 1-oxide ( 7 ). During the N-oxidation of 3-acetyl-6-methoxypyridazine ( 10 ), three primary products, namely, 3-acetyl-6-methoxypyridazine 1-oxide ( 12 ), 3-acetyl-6-methoxy-pyridazine 2-oxide ( 13 ), 3-acetylpyridazin-6-one ( 14 ) and an artifact, 3-methoxypyridazine 1-oxide ( 15 ) were obtained. Furthermore, it has been shown that 3-methoxypyridazine 1-oxide ( 15 ) can be obtained in quantitative yield by treatment of 3-acetyl-6-methoxypyridazine 2-oxide ( 13 ) with dilute sodium hydroxide solution at room temperature. This represents a novel deacylation reaction. Nitration of 3-acetylpyridazine 1-oxide, ( 7 ) gave 3,4-bis(3′-pyridazinoyl)furoxan 1′,1′-dioxide ( 19 ) rather than a simple nitration product. 3-Acetyl-pyridazine ( 6 ) and 3-acetyl-6-methoxypyridazine ( 10 ) also gave furoxans ( 22 and 23 ) upon nitration. |
