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Tetraethyl 4‐(3‐nitrophenyl)‐2,3,5,6‐pyridinetetracarboxylate
Author(s) -
Carabateas P. M.,
Williams Gordon L.
Publication year - 1976
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570130451
Subject(s) - chemistry , yield (engineering) , piperidine , hydrolysis , acetic acid , ammonium acetate , nitric acid , organic chemistry , pyridine , medicinal chemistry , ammonium , nuclear chemistry , materials science , high performance liquid chromatography , metallurgy
Reaction of 3‐nitrobenzaldehyde with diethyl oxalacetate in the presence of piperidine acetate and then ammonium acetate/acetic acid gave a moderate yield of tetraethyl 1,4‐dihydro‐4‐(3‐nitrophenyl)‐2,3,5,6‐pyridinetetracarboxylate. This was oxidized with nitric acid to tetraethyl 4‐(3‐nitrophenyl)‐2,3,5,6‐pyridinetetracarhoxylate which was hydrolyzed and decarboxylated to give 4‐(3‐nitrophenyl)pyridine.