Pyrothiocarbonates. Part 2. Reaction of S-ethoxycarbonyl O-ethyl dithiocarbonate with some potassium O-alkylthiocarbonates
Abstract
The thiolysis of S-ethoxycarbonyl O-ethyl dithiocarbonate (1) has been examined in order to study both its transesterification reaction and the reactivities of its carbonyl and thiocarbonyl groups. The two symmetrical pyrothiocarbonates (EtOCS)2S (4) and (EtOCO)2S (5) are produced by reactions of (1) with EtOCS2K (7) or EtOCOSK (8) in 95% ethanol at 0 °C; (4) was always the main product in the reaction with (7) whereas (5) was initially the main product in the reaction with (8). The reaction of (1) with BuOCS2K yielded first BuOCS2CSOEt and then BuOCS2CO2Et and (BuOCS)2S. These results indicate that the thiocarbonyl group of (1) is more reactive than the carbonyl one.
Please wait while we load your content...
