Benzo(b)cyclohept(e)(1,4)oxazines IV. Synthesis and Properties of All Possible Benzoxazinotropones.

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概要

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• Five isomeric benzo[<I>b</I>]cyclohept[<I>e</I>][1,4]oxazin-6∼10-ones (hereafter refered to as benzoxazinotropones) and bromobenzoxazinotropones were prepared almost quantitatively by the hydrolysis of the corresponding mono-, di-, and tribromobenzo[<I>b</I>]cyclohept[<I>e</I>][1,4]oxazines with refluxing acetic acid. On the basis of spectral data and theoretical calculations, benzo[<I>b</I>]cyclohept[<I>e</I>][1,4]oxazin-6∼9(11<I>H</I>)-ones are believed to exist in the keto form. These compounds gave respective methoxy- and acetoxybenzo[<I>b</I>]cyclohept[<I>e</I>][1,4]oxazines when reacted with diazomethane and acetic anhydride. On the other hand, benzo[<I>b</I>]cyclohept[<I>e</I>][1,4]oxazin-10(11<I>H</I>)-one was found to exist in a stable, intermolecularly hydrogen-bonded form and did not form acetoxylated or methylated compounds. Possible reaction pathways for the formation of these products are discussed.

• 公益社団法人 日本化学会の論文

著者

• Nozoe Tetsuo

  Tokyo Research Laboratories Kao Corporation

• Wakabayashi Hidetsugu

  Department Of Chemistry Graduate School Of Material Science Josai University

• Kurihara Teruo

  Department Of Chemistry Faculty Of Science Josai University

• Ishikawa Sumio

  Departmant of Civil and Environmental Engineering, Yamanashi University

• Okada Joji

  Tochigi Research Laboratories, Kao Corporation

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