188963-78-2Relevant academic research and scientific papers
Synthesis, structure, and reactions of (4-aryl-3-cyano-6-oxopiperidin-2-ylidene)malononitriles
Dotsenko, Victor V.,Ismiev, Arif I.,Khrustaleva, Anastasiya N.,Frolov, Konstantin A.,Krivokolysko, Sergey G.,Chigorina, Elena A.,Snizhko, Aleksey P.,Gromenko, Vladimir M.,Bushmarinov, Ivan S.,Askerov, Rizvan K.,Pekhtereva, Tatyana M.,Suykov, Sergey Yu.,Papayanina, Elena S.,Mazepa, Aleksandr V.,Magerramov, Abel M.
, p. 473 - 483 (2016)
[Figure not available: see fulltext.] The reaction of aromatic aldehydes with Meldrum's acid and malononitrile dimer in the presence of triethylamine led to the formation of (4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridin-2-yl)malononitrile triethylammonium salts, which were converted upon acidification to (4-aryl-3-cyano-6-oxopiperidin-2-ylidene)malononitriles. The reaction of these compounds with thioglycolic acid anilide was observed to produce derivatives of 1,6-naphthyridine or thieno[2,3-h][1,6]naphthyridine, depending on the conditions. Structures of (3-cyano-6-oxo-4-phenylpiperidin-2-ylidene)malononitrile and its triethylammonium salt were studied by X-ray structural analysis.
A SYNTHESIS OF 1,2,3,4-TETRAHYDRO-1,6-NAPHTHYRIDINES
Victory, Pedro J.,Teixido, Jordi,Borrell, Jose I.
, p. 1905 - 1916 (2007/10/02)
8-Cyano-3,4-dihydro-1,6-naphthyridin-2(1H)-ones were obtained by nucleophilic substitution of the methoxyl group of 5-cyano-3,4-dihydro-6-methoxy-2(1H)-pyridones (5a-d) by malononitrile or cyanoacetamide followed by cyclization in acidic or basic medium.
