89914-74-9Relevant academic research and scientific papers
SYNTHESIS AND STABILITY OF 2-OXOISOTHIOCYANATES
Bobosik, Vladimir,Piklerova, Anna,Martvon, Augustin
, p. 3421 - 3425 (2007/10/02)
Enolizable 2-oxoisothiocyanates Ia-If were prepared from hydrochlorides of amino ketones, containing a hydrogenatom in the α-position, by reaction with thiophosgene in the presence of CaCO3.At room temperature the enol form of these compounds undergoes slow cyclization to give the isomeric 4-oxazoline-2-thiones IIb-IIf.In the presence of bases this isomerization proceeds rapidly even at room temperature. 2-Isothiocyanatocyclopentanone (Ia) does not cyclize to the corresponding oxazolinethione either on heating or action of bases.The rate of the thermally initiated isomerization of the 2-oxoisothiocyanates Ib-If was determined by IR spectroscopy.
