Mannich reaction of dihydropyridine derivatives I. Reactions with secondary amines

Autor:	JIRO ARITOMI, SHOZO UEDA, HARUKI NISHIMURA
Rok vydání:	1980
Předmět:	Molar chemistry.chemical_classification Chemistry Hydrochloride Salt (chemistry) General Chemistry General Medicine Medicinal chemistry Aldehyde Solvent chemistry.chemical_compound Drug Discovery Organic chemistry Amine gas treating Paraformaldehyde Mannich reaction
Zdroj:	Chemical and Pharmaceutical Bulletin. 28:3163-3171
ISSN:	1347-5223 0009-2363
DOI:	10.1248/cpb.28.3163
Popis:	Dialkyl 4-aryl-1, 4-dihydro-2, 6-dimethylpyridine-3, 5-dicarboxylates (III) were subjected to the Mannich reaction with excess paraformaldehyde and secondary amine hydrochloride in boiling ethanolic solution. When the compounds III were treated with a 5-to 7-fold molar excess of the aldehyde and amine salt, 2, 6-bis (2-disubstituted aminoethyl)-dihydropyridine derivatives (V) were obtained in good yields. On treatment with a 2- to 3-fold molar excess of the reactants, compounds III were converted to 2-(2-disubstituted aminoethyl)-6-methyldihydropyridine derivatives (IV) and V. When dioxane was used as a solvent with a 6-fold molar excess of the reactants, the tetrakis (dimethylaminomethyl) derivative (VII) was obtained.
Databáze:	OpenAIRE
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