2-amino-X-nitrobenzimidazoles as precursors of food-borne carcinogens: A new approach to IQ synthesis

被引:9
|
作者
Bella, Maros [1 ]
Milata, Viktor [1 ]
Larina, Lyudmila I. [2 ]
机构
[1] Slovak Univ Technol Bratislava, Dept Organ Chem, Inst Organ Chem Catalysis & Petrochem, Fac Chem & Food Technol, Bratislava 81237, Slovakia
[2] Russian Acad Sci, Siberian Branch, AE Favorsky Irkutsk Inst Chem, Irkutsk 664033, Russia
关键词
C-13;
D O I
10.1002/jhet.786
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cyclization of (non)-methylated nitro-o-phenylenediamines with cyanogen bromide provided nitro-substituted 2-aminobenzimidazoles in good up to excellent yields. Catalytic hydrogenation of 2-amino-1-methyl-5-nitrobenzimidazole yielded 2,5-diamino-1-methylbenzimidazole, which on treatment with 1,1,3,3-tetramethoxypropane in methanol and subsequently after removal of methanol in polyphosphoric acid afforded food-borne carcinogen 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) in 20% yield. J. Heterocyclic Chem.,(2011).
引用
收藏
页码:293 / 296
页数:4
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