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Rate‐Determining Effects in the Formation of Hantzsch 1,4‐Dihydropyridines from N ‐(1‐Haloalkyl)azinium Halides and Methyl 3‐Amino‐2‐butenoate
Author(s) -
Eynde JeanJacques Vanden,
Mayence Annie,
Maquestiau André,
Anders Ernst
Publication year - 1993
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19931260527
Subject(s) - chemistry , halide , yield (engineering) , medicinal chemistry , nuclear magnetic resonance spectroscopy , organic chemistry , metallurgy , materials science
Abstract N ‐(1‐Haloalkyl)azinium halides react with methyl 3‐amino‐2‐butenoate to yield 4‐substituted dimethyl 1,4‐dihydro‐2,6‐dimethyl‐3,5‐pyridinedicarboxylates. The rates of formation of the latter compounds are monitored by 1 H‐NMR spectroscopy. Mechanistic and practical considerations are discussed.