Sodium Bicarbonate → 6-Amino-4-(3-bromophenylamino)quinoline-3-carbonitrile

Participants

Reaction Conditions

Reaction Steps

A mixture of 4.00 g (10.8 mmol) of 4-[(3-bromophenyl)amino]-6-nitro-quinoline-3-carbonitrile and 12.2 g (54.2 mmol) of SnCl2 dihydrate in 160 mL of ethanol was refluxed under N2 for 1.3 h. After cooling to 25° C., ice water and sodium bicarbonate were added and the mixture was stirred for 2 h. Extraction with chloroform, treatment with Darco, drying (magnesium sulfate) and solvent removal gave 3.9 g of brown crystals: mass spectrum (electrospray, m/e): M+H 339.

Provenance & Evidence