78972-33-5Relevant articles and documents
Carbonyl Diisothiocyanate
Bunnenberg, Rolf,Jochims, Johannes C.
, p. 2075 - 2086 (2007/10/02)
A cheap synthesis of carbonyl diisothiocyanate (1) from ammonium thiocyanate and phosgene is reported.As a strong electrophil 1 forms the 6-substituted 2-thioxo-1,3,5-thiadiazine-4-ones 4 - 7 with water, alcohols, hydrogensulfide, mercaptanes, ammonia, and amines.With excess nucleophil the ring of the heterocycles is opened.Addition to the NCS group or substitution of this group leads to compounds 9, 11, 12, 14, and 15.Thermally the thiadiazinones 7e, h rearrange to the dithioisocyanuric acids 10a, b.Some physical properties ( e. g. pK values, hindered rotations) of the compounds are described.