82627-65-4Relevant academic research and scientific papers
On the Reaction of Oxalic Amidines with Carbonic Acid Derived Heterocumulenes to Imidazolidine-Derivatives
Beckert, R.,Gruner, M.
, p. 65 - 82 (2007/10/02)
A useful synthetic route to nonsymmetric derivatives of imidazolidine (derivatives of parabanic acid) is demonstrated by the reaction of tetraarylated oxalic amidines 1 with different alkyl- and aryl substituted isothiocyanates 4, isoselenocyanates 31, and carbodiimides 30.Acylisothiocyanates 9 react differently leading to a mixture of three cycloacylation products 12, 13 and 14.Silylated heterocumulenes such as 25 and 26 react with 1 to give 28 and 29 transsilylation.Based on the 13C-n.m.r. spectroscopic investigation of the reaction between 1a and methyl isothiocyanate and phenyl isothiocyanate respectively a mechanism is proposed.
Derivatives of Imidazolidines from Oxalic Amidines
Beckert, R.,Mayer, R.
, p. 227 - 236 (2007/10/02)
Tetraarylsubstituted oxalic amidines 1 react with acyl chlorides, phosgene, thiophosgene, chlorocarbonylsulfenylchloride, isocyaniddichlorides, and N-aroyl-1-chlorothio-formimidoylchlorides 7 to give the corresponding 5-membered heterocycles 3,4,5 and 8.Isocyanates 9 and isothiocyanates 10 react with oxalic amidines to yield imidazolidines 11, 12 and ureas 13, 14.Hydrolysis of 3-5, 8, 11, 12 leads to the corresponding oxo compounds 15, 16.
