On the Reaction of 2-Benzylamino-1,4-naphthoquinones with Nitrosylsulfuric Acid

被引:1
作者
Gornostaev, L. M. [1 ]
Nuretdinova, E. V. [1 ]
Lavrikova, T. I. [1 ]
Khalyavina, Yu. G. [1 ]
Fominykh, O. I. [1 ]
Gatilov, Yu. V. [2 ,3 ]
机构
[1] Astafev Krasnoyarsk State Pedag Univ, Ul A Lebedevoy 89, Krasnoyarsk 660049, Russia
[2] RAS, SB, Vorozhtsov Novosibirsk Inst Organ Chem, Pr Akad Lavrentieva 9, Novosibirsk 630090, Russia
[3] Novosibirsk State Univ, Ul Pirogova 2, Novosibirsk 630090, Russia
关键词
2-benzylamino-1; 4-naphthoquinone; hydroxyimidazole; naphtho-1; 2-oxazole; oximes; 2; 3-diazido-1; nitrosylsulfuric acid; 2-ALKYLAMINO-1,4-NAPHTHOQUINONES; DERIVATIVES;
D O I
10.1134/S1070428019050051
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of 2-benzylamino-1,4-naphthoquinone with nitrosylsulfuric acid in acetic acid results in preferential formation of 2,1- and 2,3-heterocyclization products: (E)-4-(hydroxyimino)-2-phenylnaphtho [2,1-d]oxazol-5(4H)-one and 2-phenyl-1-hydroxy-1H-naphtho[2,3-d]imidazole-4,9-dione. In addition, 2-phenylnaphtho[2,1-d]oxazol-4,5-dione and N-(3-nitro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)benzamide are also formed. The reaction of 2-benzylamino-3-chloro-1,4-naphthoquinone with nitrosylsulfuric acid in acetic acid gives 3-diazonapthalene-1,2,4(3H)-trione and benzaldehyde.
引用
收藏
页码:608 / 614
页数:7
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