YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
フラン誘導体の合成化学的研究 (第33報)
フリルおよびニトロフリル関連化合物について
西海 枝東雄松尾 純郎
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1964 年 84 巻 5 号 p. 416-420

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Nitration of furil and furoin with a mixed acid of acetic anhydride, fuming nitric acid, and a small amount of conc. sulfuric acid at -10° to -15° afforded 5, 5′-dinitrofuril from the former and 5-nitrofuril from the latter. Nitration of 2, 3-difuryiquinoxaline, obtained by condensation of furil and o-phenylenediamine, with acetic anhydride and fuming nitric acid gave 2, 3-bis(5-nitro-2-furyl)quinoxaline in a good yield of 70%. The same nitrated product was obtained from the condensation of 5, 5′-dinitrofuril and o-phenylenediamine. Oxidation of 2, 3-difurylquinoxaline and 2, 3-bis(5-nitro-2-furyl)quinoxaline with potassium permanganate afforded 2, 3-quinoxalinedicarboxylic acid, which was identified by synthesis through another route and through infrared spectrum.

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