17494-65-4Relevant academic research and scientific papers
Organic Heterocyclothiazenes. Part 13. Rotational Synthesis and Chemistry of 1,3,5,2,4-Trithiadiazines
Bannister, Robin M.,Rees, Charles W.
, p. 509 - 514 (2007/10/02)
1,3,5,2,4-Trithiadiazines, previously formed from tetrasulphur tetranitride and diazoalkanes, are synthesised from 1,1-bis-sulphenyl chlorides (1; R = H, Cl), (5), (11) and bis(trimethylsilyl)sulphurdiimide (2), and this reaction extends to trithiadiazines with functional groups on carbon.Bis-sulphenyl chlorides (5a-d) are formed in one step from malonic esters and amides and sulphur dichloride.Pentathiepane (lenthionine) (14), prepared from di-iodomethane and disodium disulphide, gives methanebis(sulphenyl chloride) on chlorinolysis and hence, with (2), the parenttrithiadiazine (3; R = H).Similarly the pentathiepane (16) is converted into bis-sulphenyl chloride (11) and the spirotrithiadiazine (12).The sensitivity of the heterocyclic ring towards strongly polar reagents precluded the generation of the trithiadiazine cation (17) and anion (19), but the radical (18) is formed on treatment with benzoyl peroxide and benzoyl t-butyl nitroxide (22), resulting in the benzoyloxy and amino-oxy derivatives (21) and (24). m-Chloroperbenzoic acid or nitrogen tetroxide convert trithiadiazine into the S-oxide (25).
Chlorotrithioperformates - a New Class of Compounds. Preparation and Some Applications
Moltzen, Ejner K.,Jensen, Birgit,Senning, Alexander
, p. 609 - 618 (2007/10/02)
The α additions of thiosulfenyl chlorides to carbon monosulfide (CS) constitute a general route to compounds containing the so far inaccessible functional group ClC(S)SS.Four examples are presented, CH3C(O)-, ClC(O)-, Cl3C-, and Cl5C2-SSC(S)Cl, all of which were prepared in good yields.The versatility of this new class of compounds as synthetic precursors is demonstrated by chlorination of the thiocarbonyl groups to the corresponding new α,α-dichloroalkanesulfenyl chlorides.The preparation of several derivatives of these sulfenyl chlorides is described.Considering the variety of thiosulfenyl chlorides available, a large group of new compounds has become accessible via this synthetic pathway.
