142427-48-3Relevant academic research and scientific papers
Addition-Rearrangement Reactions of 5-Amino-3-oxo-Δ4-1,2,4-thiadiazolines
L'abbe, Gerrit,Albrecht, Ernestine
, p. 451 - 454 (2007/10/02)
Bond-switching rearrangement via hypervalent sulfur occurs during the reactions of 5-anilino-2-benzyl-3-oxo-Δ4-1,2,4-thiadiazoline 5 with electrophilic nitriles, isothiocyanates, carbon disulfide and ketenes, yielding the products 6 and 7.In contrast, N,N'-ditolylcarbodiimide reacts with 5 to give the normal addition product 8, which rearranges only partially to 9 in several solvents (chloroform, acetonitrile and dimethyl sulfoxide).The equilibrium position depends on the temperature, favoring 9 at higher temperatures.
