Preparation and Some Reactions fo Diphenyl 6-nitrophthalide-3-phosphonate

Abstract

Diphenyl 6-nitrophthalide-3-phosphonate 1 was prepared in good yield by the condensation of 5-nitrophthalaldehydic acid with diphenyl phosphite.
In N-dimethylformamide 1 reacted with aromatic aldehydes in the presence of sodium hydride to give the cerresponding derivatives of 3-benzyli4en 6-nitrophthalide in high yield at room temperature.
When aromatic nitr so compounds were used in place of aldehydes in the above reaction, N. phenyl-4-n. itrophthalimides were obtained Phenylimino compounds formed interr ediately are considered to be transformed to the imides.
Diphe nyl 3-methyl-6-nitrophthalide-3-phosphonate was easily obtained by the methylation of 1 with methyl iodide.