72456-83-8Relevant academic research and scientific papers
SYNTHESIS OF AMIDES OF 2-ARYLAMINO-4,6-DIMETHYLNICOTINIC ACID
Demina, L. M.,Gavrilov, M. Yu.,Shurov, S. N.,Konshin, M. E.
, p. 1286 - 1288 (2007/10/02)
The amides of 2-arylamino-4,6-dimethyl-2-chloronicotinic acid have been prepared. It has been shown that on account of steric hindrance on the part of the methyl group on the C(4) atom the conjugation of the amide function with the pyridine ring is broken and its influence on the mobility of the halogen is weakened, and the compound enters into a given reaction with more difficulty than its 6-monomethyl homolog.
Reactions of 6-Methyl- and 4,6-Dimethyl-2-arylaminonicotinonitriles with Acids
Shramm, N. I.,Konshin, M. E.
, p. 511 - 514 (2007/10/02)
A substituted nicotinic acid is formed when 6-methyl-2-anilinonicotinonitrile is refluxed with concentrated hydrochloric acid, whereas 4,6-dimethyl-2-anilinonicotinonitrile is not hydrolyzed under these and more severe conditions because of steric hindrance.Both of these nitriles undergo cyclization to 10-aminobenzo-1,8-naphthyridine derivatives under the influence of concentrated sulfuric acid.When 6-methyl-2-arylaminonicotinonitriles are heated in polyphosphoric acid (PPA), they are converted to 2-arylaminonicotinic acid amides and, in part, to benzo-1,8-naphthyrid-10-one derivatives, while 4,6-dimethyl-2-arylaminonicotinonitriles are converted primarily to 10-aminobenzo-1,8-naphthyridines.
