Dioxazoles, Oxathiazoles and Dithiazoles

Investigations on Organo–Sulfur–Nitrogen Rings and the Thiocyanogen Polymer, (SCN)x

“…Interestingly the 1,2,4-thiadiazole compounds that we have prepared and 1,2,4-dithiazole compounds [14,15,18,23] show strong ring vibrations in the same region as the large central peak in the IR spectrum of (SCN) x .…”

“…It was reported in 1821 by Wohler that concentrated solutions of isothiocyanic acid HNCS deposited isoperthiocyanic acid (SCN) 2 HS 2 (Scheme 1). [14][15][16] Hordvic confirmed the 3-amino-5-thione-1,2,4-dithiazole structure by X-ray crystallography, which clearly showed the presence of two adjacent sulfur atoms in a five membered ring. [17] Of the two possible tautomers Hordvic proposed structure I, with the both hydrogen atoms located on the exocyclic nitrogen ( Figure 2).…”

“…Thus the nitrogen NMR data do not support a 1,2,4-thiadiazole structure for (SCN) x . Butler and Glidewell reported that the 15 N NMR spectrum of isoperthiocyanic acid (3-amino-5-thione-1,2,4-dithiazole) [32] consists of two peaks; we repeated this experiment and observed two broad peaks at d = 221 and 106 ppm in the 14 N NMR spectrum of isoperthiocyanic acid. The peak at d = 221 ppm is assigned as N4 and the peak at d = 106 ppm corresponds to the exocyclic NH 2 .…”

“…Thus, the 13 C NMR spectrum of (SCN) x is dominated by two carbon (Table 4) and 1,2,4-dithiazoles. [14,15] In polythiocyanogen the close proximity of the two peaks at d = 183.8 and 187.1 ppm indicates that the two carbon environments in the polymer are very similar. In the proposed 1,2,4-thiadiazole structure, C5 is bonded to one nitrogen atom and two sulfur atoms, whereas C3 is bonded to two nitrogen atoms and one sulfur atom.…”

Synthesis, Characterization and Antimicrobial Activity of Bifunctional Sulfonamide-Amide Derivatives

“…11,12 For instance, the sulfonamide derivatives are promisingly important in modern medicinal chemistry and agriculture. Many sulfonamide derivatives have been reported in the literature as antimicrobial, and antibiotic drugs, 13,14 anticonvulsants, and diuretics, 15 analgetics and antimigraine remedies. 15 Furthermore, a large variety of sulfonamide derivatives were reported to posses powerful inhibitors of proteases, 15 carbonic anhydrase, 16 COX-2, 17 caspase, 18 as well as osteogenic agents, 19 and antitumor drugs.…”