Reactions of 1-amino-2-nitroguanidine with 3-nitroacrylates

被引:1
作者
Ozerova, Olga Yu. [1 ]
Efimova, Tatiana P. [1 ]
Novikova, Tamara A. [1 ]
Litvinov, Igor A. [2 ]
V. Makarenko, Sergey [1 ]
机构
[1] Herzen State Pedag Univ Russia, St Petersburg 191186, Russia
[2] Russian Acad Sci, AE Arbuzov Inst Organ & Phys Chem, FRC Kazan Sci Ctr, Kazan 420088, Russia
关键词
nitroguanidine; aminonitroguanidine; nitroacrylate; hydrazone; pyruvates; nucleophilic addition; aza-Michael adduct; ALKYL; 3-NITROACRYLATES; AMINOGUANIDINE;
D O I
10.1016/j.mencom.2024.02.033
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reactions of 1-amino-2-nitroguanidine with 3-nitroacrylates afford aza-Michael adducts. The latter when refluxed in an aqueous alkaline medium undergo elimination of nitrous acid followed by shift of the resulting C=C bond into C=N position giving finally N -substituted alkylpyruvate hydrazones. These compounds can also be prepared in a one -pot procedure; NMR spectroscopy and X-ray diffraction analysis confirmed the existence of the obtained hydrazones as E -isomers.
引用
收藏
页码:265 / 267
页数:3
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