Synthesis and chemical conversions of 2-chloro-3-cyano-4-methylamino-5-nitropyridine

被引：0
|
作者：
Krichevsky, E.S. [1 ]
Alekseeva, L.M. [1 ]
Granik, V.G. [1 ]
机构：
[1] NIOPIK Stt. Sci. Ctr. of Russ. Fed., Moscow 103787, Russia
来源：
Chemistry of Heterocyclic Compounds | 2003年 / 39卷 / 03期
关键词：
Alkalinity - Chlorine compounds - Dimethylformamide - Phosphorus compounds;
D O I：
10.1023/A:1023962726390
中图分类号：
学科分类号：
摘要：
5-Cyano-6-(β-dimethylamino)vinyl-1-methyl-4-pyrimidinone was synthesized by the interaction of α-cyano-β-(N-methylamino)crotonamide with N,N-dimethylformamide diethylacetal. Recyclization of the product in alkaline medium leads to 3-cyano-4-methylamino-2-pyridone. Nitration of the latter and transformation of the nitropyridone by boiling in POCl3 gave 2-chloro-3-cyano-4-methylamino-5-nitropyridine. This is a key compound for various transformations including the synthesis of derivatives of dipyrido[1,2-a:3,2-e]pyrimidine, thieno[2,3-b]pyridine, and (2-pyridylamino)polyene derivatives.
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页码：328 / 334
页数：6
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