A novel straightforward synthesis of 2-imino-4-thiazolines has been performed by reaction of alpha-bromoketimines with potassium thiocyanate in acetonitrile. Contrary to other syntheses of these heterocycles, no side reactions were observed. The structural assignment of these relatively rare 2-imino-2,3-dihydrothiazoles was executed by spectroscopic means, by the synthesis of model compounds by an alternative route and by X-ray crystallographic analysis of an N-acetyl derivative, excluding any other isomeric possibility.
Dekimpe, N., Boelens, M., & Declercq, J.-P. (1993). A Novel Synthesis of 2-imino-4-thiazolines Via Alpha-bromoketimines. Tetrahedron, 49(16), 3411-3424. https://doi.org/10.1016/S0040-4020(01)90168-1 (Original work published 1993)