75834-43-4Relevant academic research and scientific papers
Synthesis of N-Hydroxymaleimide and N-Hydroxyitaconimide and their Related Derivatives
Akiyama, Masayasu,Shimizu, Kazuyuki,Aiba, Seiichi,Banba, Fumio
, p. 2122 - 2125 (2007/10/02)
Thermolysis of alkyl and aryl carbonates of N-hydroxy-3,6-epoxy-1,2,3,6-tetrahydrophthalimide yielded the corresponding alkyl or aryl N-maleimidyl carbonates.The benzyl or phenyl carbonate afforded N-hydroxymaleimide, either by treatment with trifluoroacetic acid or by refluxing in methanol.N-hydroxyitaconimide was obtained by dehydration of N-hydroxyitaconamic acid with dicyclohexylcarbodi-imide (DCC).The DCC dehydration of N-acetoxy- and N-benzyloxy-itaconamic acids produced iminofuranones, which could be rearranged to imides.Deacylation of N-acetoxymaleimide was unsuccessful, whereas aminolysis of N-acetoxyitaconimide yielded the N-hydroxyimide.
