65440-99-5Relevant academic research and scientific papers
Imides: Part IV - Synthesis and Reactions of N-(Arylsulphonyloxy)cyclohex-4-ene-1,2-dicarboximides
Aly, N. F.,El-Komy, M.,Aly, N. Y.,Orabi, M. O. A.
, p. 471 - 476 (2007/10/02)
N-(Arylsulphonyloxy)cyclohex-4-ene-1,2-dicarboximides (IIa and IIb) undergo base-catalysed Lossen rearrangement with aromatic amines in refluxing ethanol to give mixtures of N-(2-arylcarbamoyl)cyclohex-4-enyl-N'-arylureas (IIIa-d) and the amine salts of arylsulphonic acids (IVa-h).Fusion of II with aromatic amines for 15 min gives mixtures of 3-arylquinazoline-2,4-diones (VIa-c) and IV; however fusion for 1 hr affords mixtures of sym-N,N'-diarylureas (VIIa-d) and IV.Compounds IIa and IIb also react with phenylhydrazine to give mixtures of VIII and phenylhydrazine saltof arylsulphonic acids (IXa and IXb).The mass spectra of IIb and IIIa are presented, and discussed.
Synthesis of Benzoquinazoline-2,4-diones via Lossen Rearrangement of N-(Arylsulphonyloxy)naphthalene-2,3-dicarboximide Derivatives
Hamed, A. A.,El-Bieh, A. A.,Baddawy, H. A.,Metwally, R. N.
, p. 221 - 223 (2007/10/02)
Treatment of N-(arylsulphonyloxy)-1-phenylnaphthalene-2,3-dicarboximides (IIa, b) with ammonia, aromatic amines, amino acids and hydrazine hydrate brings about the imide ring opening followed by Lossen rearrangement to give benzoquinazoline-2,4-diones (IIIa-h) and the salts of arylsulphonic acids (IVa-p).
