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Eine einfache Synthese der 5‐Cyan‐2‐pyridincarbonsäure und ihres Amids
Author(s) -
Langhals Elke,
Langhals Heinz,
Rüchardt Christoph
Publication year - 1984
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.19841170340
Subject(s) - chemistry , regioselectivity , amide , acetic acid , cyan , hydrolysis , medicinal chemistry , polymer chemistry , organic chemistry , catalysis , art , visual arts
A Simple Synthesis of 5‐Cyano‐2‐pyridinecarboxylic Acid and its Amide The title compounds 3 and 2 (X = CN) are prepared in good yields by regioselective carbamoylation of 3‐cyanopyridine in a Minisci reaction and by consecutive amide hydrolysis with amyl nitrite in HCl‐saturated acetic acid. The observed regioselectivity apparently remains confined to carbamoyl and possibly acyl radicals and to – M‐effect substituents in 3‐position.