Tetrahedron letters

N-(6-Methyl-2-pyridyl) acrylamide: a case of amide hydrolysis without the assistance of acid or base in the synthesis of water-driven H-bonded polymeric chains

K Ghosh, T Sen, R Fröhlich

Index: Ghosh, Kumaresh; Sen, Tanushree; Froehlich, Roland Tetrahedron Letters, 2007 , vol. 48, # 36 p. 6308 - 6311

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Abstract

Amide hydrolysis of N-(6-methyl-2-pyridyl) acrylamide without the assistance of either acid or base produces the aminopyridinium carboxylate salt at low or room temperature. The carboxylate ion and the free amine functionalities are cooperatively involved in hydrogen bonding with lattice water to form a new hydrogen-bonded polymeric chain.