YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
有機硫黄化合物の合成化学的研究(第15報) : 2-(2-Pyridyl)-3-substituted-phenyl-4(3H)-quinazolinone環化反応における置換基の影響
久野 拓造小路 清勝市川 正孝
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1976 年 96 巻 7 号 p. 886-890

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Nitroanthranilic acids were reacted with picolinic acid, in the presence of phosphoryl chloride, to form 3-, 4-, and 5-nitro-2-picolinamidobenzoic acids which were used as the starting material for the application of anilines, with phosphorus trichloride as the condensation agent, to effect cyclization to 4 (3H)-quinazolinones. The yield of the cyclization product was very poor when the reaction was carried out with ortho-substituted anilines but the yield was raised 3-fold when polyphosphoric acid was used as the condensation agent. Examination of the nitration of 2-(2-pyridyl)-3-phenyl-4 (3H)-quinazolinone showed that the reaction progressed only with nitric acid in sulfuric acid to yield 2-(2-pyridyl)-3-(m-nitrophenyl)-6-nitro-4-(3H)-quinazolinone.

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