Structure of 2-amino-4-thiazolinone

• DOI: 10.1007/bf00513571
• Publication Date: 2004-11-17T15:20:26Z
• Authors: S. M. Ramsh; N. A. Smorygo; A. I. Ginak
• Keywords: Trifluoroacetic acid; Sulfoxide; Carbon fibers

It was shown by the methods of IR and NMR spectroscopy that 2-amino-4-thiazolinone (“pseudothiohydantoin”) exists in an amino form in the crystalline state and in solutions in dimethyl sulfoxide, water, and trifluoroacetic acid, and in this amino form all the nitrogen-carbon bonds are partially double. In dimethyl sulfoxide and trifluoroacetic acid there is an autoassociation with the formation of dimers. Inhibited rotation of the amino group around the exocyclic nitrogen-carbon bond was detected. The results of a calculation of the IR spectrum of 2-amino-4-thiazolinone according to the force-field method agrees with the experimental data.