有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
2-アリール-3H-キナゾリノン-(4)および3-アリール-2H-1,2,4-ベンゾチアジアジン1,1-ジオキシドの合成
谷本 重央下条 澄雄小田 良平
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1968 年 26 巻 2 号 p. 151-154

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N-Phenylamines were condensed with o-aminobenzarnide to obtain the following : 2-phenyl-3H-quinazolinone-(4) (Y=61%), 2-(o-tolyl) -311-quinazol inone-(4) (Y=35%), 2-(m-tolyl) -3H-quinazolinone-(4) (Y 51%), 2-(p-tolyl)-3H-qui nazol inone-(4) (Y=61%), 2-benzyl-3H-quinazolinone-(4) (Y=78%), 2-(α-naphthyl)-3H-qui-nazolinone-(4) (Y=39%), 2-(β-naphthyl)-3H-quinazolinone-(4) (Y=72%).
Analogous reactions of N-phenylamidines with o-aminobenzenesulfamide gave the following : 3-phenyl-2H-1, 2, 4-benzothiadiazine
1, 1-dioxide(Y=44%), 3-(m-tolyl)-2H-1, 2, 4-benzothiadiazine
1, 1-dioxide(Y=43%), 3-(p-tolyl)-2H-1, 2, 4-benzothiadiazine
1, 1-dioxide(Y=26%), 3-(α-naphthyl)-2H-1, 2, 4-benzothiadiazine
1, 1-dioxide(Y=33%), 3-(β-naphthyl)-2H-1, 2, 4-benzothiadiazine 1, 1-dioxide(Y-36%)
Similarly, the following compounds were obtained using N-phenylamidines and 3, 4-diaminotoluene : 5-methyl-2-phenylbenzimidazole (Y=87%), 5-methyl-2-(m-tolyl)-benzimidazole (Y-49%), 5-methyl-2-(p-tolyl)-benzimidazole(Y=73%), 2-benzyl-5-methylbenzimidazole (Y=82%), 5-methyl-2-(α-naphthyl)benzimidazole (Y=41%).

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