101045-95-8Relevant academic research and scientific papers
β-Ketoaldehydes in the synthesis of 6-alkyl-3-cyano-2(1H)-pyridinethiones
Frolova, N. G.,Zav'yalova, V. K.,Litvinov, V. P.
, p. 707 - 711 (2007/10/02)
An efficient synthesis of 6-alkyl-3-cyano-2(1H)-pyridinethiones by the reactions of the sodium salts of β-ketoaldehydes with cyanothioacetamide was developed.Pyridinethiones undergo selective S-alkylation with haloacetonitriles and haloacetophenones followed by cyclization to the corresponding thienopyridines. - Key words: 6-alkyl-3-cyano-2(1H)-pyridinethiones, cyanothioacetamide, cyclization, thienopyridines.
SYNTHESIS OF 6-METHYL-3-CYANO-5-ETHYLPYRIDINE-2(1H)-THIONE AND CONDENSED HETEROCYCLES BASED ON THIS COMPOUND
Rodinovskaya, L. A.,Shestopalov, A. M.,Belukhina, E. V.,Litvinov, V. P.
, p. 745 - 752 (2007/10/03)
It has been established that the direction of formylation of methyl propyl ketone depends on the reaction conditions.By condensation of the synthesized salts of 3-hydroxymethylene-2-pentanone with cyanothioacetamide, we have synthesized 6-methyl-3-cyano-5-ethylpyridine-2(1H)-thione and 6-propyl-3-cyanopyridine-2(1H)-thione, respectively, which are alkylated regioselectively by halides ClCH2Z (Z=Alk, COOAlk, COPh, CONH2, CN) at the sulfur atom.These thiones and the derived 2-SCH2Z-3-cyanopyridines have been used in the regioselective synthesis of substituted annelated heterocycles: 3-aminothienopyridines and 4-aminopyridothienopyrimidines.
