Studies on Cinnolines. II. On Nitration of Cinnoline 1-Oxide

Cinnoline 1-oxide (1) gave 4-nitrocinnoline 1-oxide (II) and a small amount of 5-nitrocinnoline 1-oxide (V) on warming with nitric and sulfuric acids, and gave 4, 5-dinitrocinnoline 1-oxide (IV) by using fuming nitric acid in sulfuric acid. The nitration of I with benzoyl nitrate afforded 3-nitrocin...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1964/09/25, Vol.12(9), pp.1090-1094
Hauptverfasser: Suzuki, Ikuo, Nakashima, Toshiaki, Nagasawa, Natsuko, Itai, Takanobu
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Sprache:eng
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Zusammenfassung:Cinnoline 1-oxide (1) gave 4-nitrocinnoline 1-oxide (II) and a small amount of 5-nitrocinnoline 1-oxide (V) on warming with nitric and sulfuric acids, and gave 4, 5-dinitrocinnoline 1-oxide (IV) by using fuming nitric acid in sulfuric acid. The nitration of I with benzoyl nitrate afforded 3-nitrocinnoline 1-oxid (VI). I was converted into 4-chlorocinnoline (VIII) on the treatment with phosphoryl chloride.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.12.1090