Uses
4,5-Dichloro-3H-1,2-dithiol-3-one (Dichloro-1,2-dithiacyclopentenone) is an E. coli FabH inhibitor (IC50: 2.9 μM). 4,5-Dichloro-3H-1,2-dithiol-3-one can be used as a slimicide in the manufacture of food-contact paper and paperboard [1][2].
Synthesis
Using tetrachloroethylene and trichloromethane as the starting materials, 4,5-dichloro-1,2-dithiolenone was obtained by Foucault reaction, alkaline dechlorination to alkene, and catalytic and sulfur cyclization.
Purification Methods
Dissolve it in CH2Cl2 (1g in 250ml), filter, wash it twice with H2O, evaporate and distil the residue in vacuo and then recrystallise it from pet ether. IR: max 1650 cm-1. [Boberg Justus Liebigs Ann Chem 679 109 1964, Boberg Justus Liebigs Ann Chem 693 212 1966, Beilstein 19/4 V 72.]
References
[1] Song X, et al. Synthesis and antibacterial activity of cinnamaldehyde acylhydrazone with a 1,4-benzodioxan fragment as a novel class of potent β-ketoacyl-acyl carrier protein synthase III (FabH) inhibitor. Chem Pharm Bull (Tokyo). 2014;62(11):1110-8. DOI:
10.1248/cpb.c14-00485[2] Mary S. Wolfe, et al. Chapter. National Toxicology Program. Book. Toxicology and Regulatory Process. 2006. Pages. 32
