Neuere Methoden der präparativen organischen Chemie II. 11. Reaktionen des Schwefels mit araliphatischen sowie aliphatischen Verbindungen

From N‐Substituted Thioamides to Symmetrical and Unsymmetrical 3,4,5‐Trisubstituted 4H‐1,2,4‐Triazoles: Synthesis and Characterisation of New Chelating Ligands

“…[32,33] However, it has been shown that this reaction can also be applied to 2-methylpyridine. [34,35] Thus, N-substituted pyridine-2-thiocarboxamides have been prepared by reaction of 2-methylpyridine with primary amines, [34,35] nitro compounds, [34] or N-substituted formamides [16,36] as amine sources in the presence of sulfur at elevated temperatures Scheme 2. Possible amine sources for the synthesis of N-substituted pyridine-2-thiocarboxamides under the conditions of the WillgerodtϪKindler reaction (Scheme 2).…”

“…The conversion of thioamide 6 into the new compound pmppt (15) and its known but previously uncharacterised congener pmdpt (16) [50Ϫ53] was explored next. When thioamide 6 reacted with hydrazide 1 under the conditions described above for the preparation of triazoles 12 and 13, only a small amount of triazole 15 was formed, and mainly unchanged starting materials were recovered.…”

Sulfur addition to aldimines: thioamides, not thiaziridines, as products; revision of an old report

“…[23] In some cases, mixtures of sulfur and H 2 S were applied without heating. [24] However, reports on reactions of imines with (NH 4 ) 2 S x aimed at the preparation of thioamides are not known. Therefore, reactions of aldimines 10 with ammonium polysulfide were carried out in our laboratories.…”

Elemental Sulfur and its Reactions

“…About 39,50,51,52 show that these complex and experimentally quite different reactions cannot be interpreted by just one mechanism alone (e [. refs.…”