THE SYNTHESIS OF 4-DIALKYLAMINOETHYLPYRIDINES
- 1 May 1954
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 32 (5) , 538-544
- https://doi.org/10.1139/v54-068
Abstract
For the synthesis of 4-dialkylaminoethylpyridines two reactions were employed, namely, the Mannich condensation of 4-methylpyridine with formaldehyde and secondary amines, and the addition of secondary amines across the double bond of the 4-vinylpyridine.In the first reaction with diethyl-, di-isopropyl-, di-n-butylamine, pyrrolidine, and morpholine, normal Mannich bases (IV-VIII) were obtained. The unsaturated bases (X, XI) were the reaction products when dimethylamine and piperidine were used. The addition of those products 1,3-bis-(dialkylamino)-2-(4′-pyridyl)-propanes (XII, XIII) were formed when dimethyl-and diethylamine were applied.The structures of the normal Mannich bases were confirmed by the synthesis of several compounds (III, IV, VII–IX) from 4-vinylpyridine and secondary amines.Keywords
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