Preparation of aromatic bisimides

C - Chemistry – Metallurgy – 07 – D

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260/306.1

C07D 209/48 (2006.01) C08G 73/10 (2006.01)

Patent

CA 1086746

ABSTRACT OF THE DISCLOSURE Aromatic bisimides can be prepared by the process of effecting reaction between a phthalimide substituted in the 3 or 4 position with a fluoro or nitro radical, with an aromatic dihydroxy compound in the presence of a solid alkali-metal fluoride and using a dipolar aprotic compound as a solvent. In particular, a process is disclosed for making aromatic bisimides of the general formula Image which process comprises effecting reaction in the presence of a solid alkali-metal fluoride selected from the class consisting of potassium, cesium and rubidium fluorides and mixtures thereof (hereinafter referred to as "alkali-metal fluoride") between an N-substituted phthalimide of the general formula Image where Y is selected from fluoro and nitro radicals with an aromatic dihydroxy compound of the general formula HO - R - OH where R is a member selected from the class consisting of (a) divalent radicals of the formula Image , Image , Image , Image , - cont'd. - Abstract - cont'd. Image , Image , and Image and (b) divalent organic radicals of the general formula Image where X is a member selected form the class consisting of divalent radicals of the formulas -CyH2y , Image , Image , Image , -O- , and -S- , where m is 0 or 1, y is a whole number from 1 to 5, and R' is the phenyl radical of an alkyl radical of from 1 to 2 carbon atoms, the said reaction being conducted in a dipolar aprotic solvent selected from the class consisting of dimethyl sulfoxide, N,N-dimethyl acetamide, N,N-dimethyl formamide (DMF), N-methyl pyrrolidone, and mixtures of such solvents.

274763

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