Synthesis and Chemical Conversions of 2-Chloro-3-cyano-4-methylamino-5-nitropyridine.

Autor: Krichevsky, E.S., Alekseeva, L.M., Granik, V.G.
Předmět:
Zdroj: Chemistry of Heterocyclic Compounds; Mar2003, Vol. 39 Issue 3, p328-334, 7p
Abstrakt: 5-Cyano-6-(β-dimethylamino)vinyl-1-methyl-4-pyrimidlinone 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. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index