Studies of quinazoline pigments. II. Synthesis of dimethyl substituted pyrido[22,1-b]pyrido[1',2':1,2]pyrimido-[4,5-g]quinazoline-7,15-diones.
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概要
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In the presence of alkali, 4,12-, 3,11-, 2,10-, and 1,9-dimethyl derivatives of 6, 14-dihydropyrido[2,1-<I>b</I>]pyrido[1′,2′:1,2]pyrimido[4,5-<I>g</I>]quinazoline-7,15-dione reacted with nitrobenzene to give 2,5-bis(3-, 4-, 5-, and 6-methyl-2-pyridylamino) terephtharic acids. The intramolecular cyclization of 3-, 4-, and 5-methyl derivatives, gave 4,12-, 3,11-, and 2,10-dimethylpyrido[2,1-<I>b</I>]pyrido[1′,2′:1,2] pyrimido[4,5-<I>g</I>]quinazoline-7,15-dione respectively, but the 6-methyl derivative did not give any cyclization product. The synthesis of the 1,9-dimethyl derivative was accomplished by the dehydrogenation of 1,9-dimethyl-6,14-dihydropyrido[2,1-<I>b</I>]pyrido[1′,2′:1,2] pyrimido[4,5-<I>g</I>] quinazoline-7,15-dione with <I>p</I>-chloranil.
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