N-bromobutanimide → HCID 86589888, compound

Participants

Reaction Conditions

Reaction Steps

4.0 g (24.6 mmol) of 3-methyl-4-nitrobenzonitrile was added to a mixture of 100 ml of benzene, 100 ml of perbenzoic acid and 5.3 g (29 mmol) of N-bromosuccinimide, and they were heated under reflux for 2 days. 100 mg of perbenzoic acid and 4.0 g (22.5 mmol) of N-bromosuccinimide were added to the reaction mixture, and they were heated under reflux for 2 days. Thereafter, 100 mg of perbenzoic acid and 4.0 g (22.5 mmol) of N-bromosuccinimide were added to the reaction mixture, and they were heated under reflux for 2 days. After the treatment with ethyl acetate as the extracting solvent by an ordinary method, the obtained crude product was dissolved in 50 ml of ethanol. 6.9 g (49.2 mmol) of glycine ethyl ester hydrochloride and 6.2 g (73.8 mmol) of sodium hydrogencarbonate were added to the obtained solution, and they were stirred at 70° C. for 6 hours. The solvent was evaporated. After the extraction with ethyl acetate, the extract was washed with 1 N hydrochloric acid. The obtained aqueous layer was made basic with 1 N sodium hydroxide. After the extraction with ethyl acetate, the obtained organic layer was washed with saturated aqueous sodium chloride solution and then dried. The solvent was evaporated to obtain the title compound.

Provenance & Evidence