1,2,4-Dithiazolidine-3,5-dione

Dithiazolidinedione.svg 1,2,4-Dithiazolidine-3,5-dione 35371-97-2 378631 428002 1S/C2HNO2S2/c4-1-3-2(5)7-6-1/h(H,3,4,5) BPVALDZRWMHTCJ-UHFFFAOYSA-N C1(=O)NC(=O)SS1 2 2 2 1 1 white solid 1.880 g/cm3 141–143 1,2,4-Dithiazolidine-3,5-dione (DTS) is the heterocyclic compound with the formula S2(CO)2NH. In terms of functional groups, the molecule contains a disulfide (-S-S-) and an imido group ((RCO)2NH).10.1002/047084289x.rn00717 1,2,4-Dithiazolidine-3,5-dione Encyclopedia of Reagents for Organic Synthesis 2007 Wood Mark E. 978-0-471-93623-7 The title compound is prepared by the reaction of ethyl thiocarbamate and chlorocarbonylsulfenyl chloride followed by treatment of the intermediate with hot hydrochloric acid:10.1021/jo960723u Synthetic, Mechanistic, and Structural Studies Related to 1,2,4-Dithiazolidine-3,5-dione 1996 Chen Lin Thompson Tracy R. Hammer Robert P. Barany George The Journal of Organic Chemistry 61 19 6639–6645 2 ClSC(O)Cl + C2H5OC(SH)NH -> S2(CO)(COC2H5)N + 2 HCl S2(CO)(COC2H5)N + HCl -> S2(CO)2NH + C2H5Cl N-substituted derivatives can be prepared by N-alkylation: S2(CO)2NH + RX + (C2H5)3N -> S2(CO)2NR + (C2H5)3NHCl The compound has been evaluated in several biochemical contexts including controlled release of hydrogen sulfide.10.1021/acs.joc.0c00559 Insights into the Mechanism of Thiol-Triggered COS/H2S Release from N -Dithiasuccinoyl Amines 2020 Zhou Shengchao Mou Yujie Liu Miao Du Qian Ali Basharat Ramprasad Jurupula Qiao Chunhua Hu Li-Fang Ji Xingyue The Journal of Organic Chemistry 85 13 8352–8359 32496068 References Category:Organic disulfides Category:Imides Category:Thiazolidinediones Category:Organic compounds with 2 carbon atoms