Journal of Chemical Crystallography

… substitution by hydrogen in the reaction of 2-chloro-3-p-toluidino-Np-tolylmaleimide with DBU: Synthesis and molecular structure of 2-p-toluidino-Np-tolylmaleimide

WH Watson, G Wu, MG Richmond

Index: Watson, William H.; Wu, Guanmin; Richmond, Michael G. Journal of Chemical Crystallography, 2004 , vol. 34, # 9 p. 621 - 625

Full Text: HTML

Citation Number: 2

Abstract

Abstract The reaction of p-toluidine with 2, 3-dichloromaleic anhydride in the presence of added 1, 8-diazabicyclo [5.4. 0] undec-7-ene (DBU) does not give the known compound 2- chloro-3-p-toluidino-Np-tolylmaleimide (1), but rather 2-p-toluidino-Np-tolylmaleimide (2) in low yields. Repeating this same reaction with Et 3 N, pyridine, tmeda, and 4-Me 2 Npyridine in place of DBU furnishes the expected product 2-chloro-3-p-toluidino-Np-tolylmaleimide, ...