caa a22 4500 469038721 CHVBK 20180323132803.0 cr unu---uuuuu 170328e19920601xx s 000 0 eng 10.1007/BF00816856 doi (NATIONALLICENCE)springer-10.1007/BF00816856 The synthesis of N-substituted ureas II: Nucleophilic substitution of ureas at the carbonyl group [Elektronische Daten] [Kurt Hackl, Heinz Falk] Zur Synthese N-substituierter Harnstoffe II: Nucleophile Substitution von Harnstoffen an der Carbonylgruppe Summary: N-Arylsubstituted ureas undergo exchange of the N′-residue upon reaction with amines. Using kinetic measurements, investigation of product distribution, regioselectivity, catalysis, and substrate influences, it was shown that this reaction proceeds via a second order nucleophilic substitution at the urea carbonyl center. By means of semiempirical calculations using the MNDO method the alternative mechanism of fragmentation was investigated. Springer-Verlag, 1992 N-substituted ureas nationallicence N-Alkylation nationallicence Arylureas nationallicence MNDO calculations nationallicence Nucleophilic substitution nationallicence Hackl Kurt Institut für Chemie, Johannes-Kepler-Universität Linz, A-4040, Linz, Austria aut Falk Heinz Institut für Chemie, Johannes-Kepler-Universität Linz, A-4040, Linz, Austria aut Monatshefte für Chemie / Chemical Monthly Springer-Verlag 123/6-7(1992-06-01), 607-615 0026-9247 123:6-7<607 1992 123 706 https://doi.org/10.1007/BF00816856 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF00816856 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Hackl Kurt Institut für Chemie, Johannes-Kepler-Universität Linz, A-4040, Linz, Austria aut NATIONALLICENCE 700 1- Falk Heinz Institut für Chemie, Johannes-Kepler-Universität Linz, A-4040, Linz, Austria aut NATIONALLICENCE 773 0- Monatshefte für Chemie / Chemical Monthly Springer-Verlag 123/6-7(1992-06-01), 607-615 0026-9247 123:6-7<607 1992 123 706 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer