78476-44-5Relevant academic research and scientific papers
Carbonyl Isocyanate Isothiocyanate
Bunnenberg, Rolf,Jochims, Johannes C.
, p. 2064 - 2074 (2007/10/02)
A synthesis of carbonyl isocyanate isothiocyanate (1) is described. 1 reacts with H2O, H2S, or HCl to give the thiadiazines 3, 6, and 14, resp.With one mol equivalent of alcohol the isothiocyanates 7 are obtained which form with further alcohol or amines compounds 8 - 10.With one mol equivalent of amine 1 gives the carbamoyl isothiocyanates 11 which form compounds 12 and 13 with further amine.Compound 1 can be chlorinated to carbonyl isocyanate isocyanide dichloride (18).Partial hydrolysis of 18 leads to carbamoyl isocyanide dichloride (19) yielding with aliphaticamines the stable carbamoyl carbodiimides 16.With alcohols 18 reacts to give the (dichloromethylene)allophanic esters 20.
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.
