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Synthesis of new 5-alkylidene-4-chloro-5h-1,2,3-dithiazoles and their stereochemistry
A variety of 5-alkylidene-4-chloro-5H-1,2,3-dithiazoles (9-25) have been prepared from 4-chloro-5H-1,2,3-dithiazolium chloride, active methylene compounds, and pyridine. The reactions with ethyl nitroacetate ((Z) > (E)), ethyl 3-nitrobenzoylacetate ((E) > (Z)), ethyl 2-fluorobenzoylacetate ((E) > (Z)), and tetronic acid ((Z) > (E)) gave a mixture of (E)- and (Z)-isomers, whereas those of benzoylnitromethane (Z), 5,6-dihydro-4-hydroxy-6-methyl-2H- pyran-2-one (E), 4-hydroxy-6-methyl-2-pyrone (E), 4-hydroxycoumarin (E), 6- chloro-4-hydroxycoumarin (E), and 6-bromo-4-hydroxycoumarin (E) afforded only single stereoisomers. The reactions with 4-hydroxy-1-methyl-2(IH)-quinolone, 2-hydroxy-1,4-naphthoquinone and homophthalic anhydride gave only single stereoisomers whose stereochemistry is uncertain. It appears that geometrically more rigid cyclic 1,3-dicarbonyl compounds give better yields of dithiazol-5-ylidenes than the corresponding acyclic compounds.
Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.Recommanded Product: Furan-2,4(3H,5H)-dione, you can also check out more blogs about4971-56-6
Reference：
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem