Abstract The reaction of equimolar amounts of p-toluidine with 2, 3-dichloromaleic anhydride in refluxing toluene affords 2, 3-dichloro-Np-tolylmaleimide (1) and 2-chloro-3-p-toluidino- Np-tolylmaleimide (2), as the major and minor products, respectively. While increasing the amount of p-toluidine relative to 2, 3-dichloromaleic anhydride yields the latter compound as the major product, the replacement of the chloro group in 2-chloro-3-p-toluidino-Np- ...