112777-94-3Relevant articles and documents
Cycloaddition Reactions of Unsymmetrically substituted Carbodiimides
Ulrich, Henri,Richter, Reinhard,Tucker, Benjamin
, p. 1121 - 1123 (2007/10/02)
N-Alkyl-N'-arylcarbodiimides add alkyl and aryl isocyanates to the N-alkyl substituted CN double bond to yield 4-arylimino-1,3-diazetidine-2-ones 3.In the case of bulky alkyl substituents the reaction still proceeds across the sterically hindered CN double bond.N-Aryl-N'-carbodiimides form cycloadducts with aryl isocyanates preferentially across the CN double bond not attached to the electron-rich aryl groups.However, steric crowding on this CN double bond directs the reaction to the adjacent double bond of the heterocumulative system.The rate of the cycloaddition reaction of N-methyl-N'-phenylcarbodiimide with 4-nitrophenylisocyanate is about 2.5 times faster in acetonitrile than in benzene.