Sodium Hydroxide → HCID 20446284, compound

Participants

Reaction Steps

A mixture of 2-oxo-7-(4-chloroanilino)indoline (3.2 g.), sodium hydroxide (1.2 g.), dioxane (20 ml.) and water (40 ml.) was refluxed under heating for 118 hours with stirring. After cooling, the reaction mixture was filtered and the filtrate was evaporated under reduced pressure. The residue was dissolved in water and washed with ethyl acetate, adjusted to pH 2 to 3 with 5% sulfuric acid and extracted with ethyl acetate. The extract was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was washed with benzene to give 2-[2-amino-3-(4-chloroanilino)phenyl]acetic acid (2.7 g.). mp 190° to 192° C.

Provenance & Evidence