Pyrothiocarbonates V. Synthesis and Some Reactions of S-Trimethylsilyl O-Alkyldithiocarbonates

Spectroscopic and structural studies of bis[isopropoxy(thiocarbonyl)]sulfide, [(CH3)2CHOC(S)]2S

“…The small differences between the calculated and experimental bond distances and angles suggest that the packing effects do not appreciable influence the solid structure. In the crystal structure of a similar compound, (CH 3 ) 2 CHOC(S)SC(O)OCH 3 [7], where the sulphur is linked to a carbonyl group, the distance between S and C(S) (1.7639(13) Å) is shorter than the distance found for the iPTS (1.7734(14) Å). Fig.…”

“…Bis(isopropoxythiocarbonyl)sulfide (iPTS), [(CH 3 ) 2 CHOC(S)] 2 S, was prepared for the first time by Whitby and Greenberg in 1929 [4], and characterized only by few physical properties. Later, the title compound was synthesized by different routes [5][6][7]. The thermo-kinetic study of the reaction of iPTS with butylamine by a calorimetric method [8], as well as the ultraviolet spectrophotometric determination in chloroform and iso-octane and the aqueous decomposition of iPTS [9], were also reported.…”

Synthesis of N,N‐Disubstituted Thiocarbamates from Thiocarbamoyl Fluorides with Alcohols/Phenols/Thiophenols/Thioalcohols Through Copper Catalysis

“…Moreover, salts of xanthic acids react with highly toxic phosgene or 2‐chloro‐4,5‐dihydroimidazole hemisulfate to produce thioanhydrides, which also been reported to be prepared through the reaction of chlorothioformates with sodium sulfide under phase transfer catalyst. Thioanhydrides react with secondary amines or TMS‐protected secondary amines to afford N,N ‐disubstituted thiocarbamates (Scheme , previous work 5) . Alcohols/phenols/thiols/thioalcohols react with isothiocyanates to generate N ‐monosubstiutted thiocarbamates, which could be further N ‐alkylated or N ‐acylated to synthesize N,N ‐disubstituted thiocarbamates (Scheme , previous work 6).…”