縮合Quinoxaline化合物の合成研究(第1報) : 11-Oxo-11H-indeno[1,2-b]quinoxalineの反応について
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11-Oxo-11H-indeno [1,2-b] quinoxaline (I) was reduced catalytically with Pd-C to give the corresponding alcohol (II). By the reaction of I with NaOC_2H_5,the ring-cleavage occured and 2-(3-hydroxy-2-quinoxalinyl) benzoic acid (IV) was obtained. IV was also prepared by the condensation of o-phenylenediamine and phthalonic anhydride. Treatment of IV it H_2SO_4 or PCl_5 gave the dehydrated intramolecular ester (V), which was readily returned to IV with dil. alkali solution. I reacted with PCl_5 to give the 11,11-dichloro derivative (VI) and with hydroxylamine to form its oxine (VII). VII was converted into 6-oxo-5,6-dihydroisoquino [3,4-b] quinoxaline (VIII) in good yield by Beckmann rearrangement using PCl_5 in CHCl_3,and VIII was identical with the condensation product of o-phenylenediamine and phthalonimide by Gabriel method.
- 公益社団法人日本薬学会の論文
- 1969-05-25
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