Synthesis of 4,6-Disubstituted 2-Thioxo-1,2-dihydropyridine-3-carbonitriles by the Reaction of Acetylenic Ketones with Cyanothioacetamide

Bio-inspired Functionalized Pyrrole-Pyridone Ensembles: Synthesis on the Platform of Acylethynylpyrroles

“…А similar result could be explained by the addition of H 2 S, resulting from dimerization of cyanothioacetamide, described in the literature. 24 However, as our studies have shown, cyanothioacetamide in the KOH/DMSO system is stable and can be recovered completely from the mixture. In addition, it was established that H 2 S with acylethynylpyrrole 1f under the indicated conditions does not form enethiol 8.…”

“…This contrasts with the fact that cyanothioacetamide reacts with readily available 23 ,-acetylenic ketones in the presence of a base to give 3-cyanopyridine-2-thiones. 24 Probably, in our case, cyanothioacetamide reacts as its thiol tautomer with the triple bond of 1f to deliver intermediate A, which is further hydrolyzed to thiol 8 (Scheme 8).…”

Synthesis and Some Properties of New 5-Hydroxy-2-[(hetarylthio)methyl]-4H-pyran-4-ones

“…The starting 3-cyanopyridine-2(1H)-thiones 12а, 12b [80,81] and 2-thioxo-1,2-dihydroquinoxaline 14 [82] were obtained according to the known methods. Chlorokojic acid 11 was prepared by treating commercial kojic acid with thionyl chloride [83].…”

Synthesis and Analgesic Activity of New Heterocyclic Cyanothioacetamide Derivatives

“…One of the main directions of the use of thioamide 1 is the preparation of a wide range of S,Nheterocyclic compounds, the most important of which are 3-cyanopyridine-2(1H)-thiones 2 [5][6][7][8][9][10][11] (Scheme 1). Compounds 2 are a convenient scaffolds for the synthesis of a wide range of thieno [2,3-b]pyridines [12][13][14][15][16][17][18][19][20], thiazolo [3,2-a]pyridines [21][22][23][24][25][26][27][28][29], pyrido [2,1-b] [1,3,5]thiadiazines [30 -34], dipyrido[1,2-a:1'2'-e] [1,3,5,7]tetrazocines [35], pyrido [1,2-a] [1,3,5] triazines [36], isothiazolo [5,4-b]pyridines [37][38][39][40], and other bi-and polycyclic structures.…”