Chlorotrimethylsilane → HCID 12837847, compound

Participants

Reaction Steps

A suspension of 6.9 g (30 mmol) of 6-(4-aminophenyl)-1,2-dihydro-2-oxonicotinic acid, 12.6 ml (90 mmol) of triethylamine, and 300 ml of dichloromethane is stirred at 0°-5° and 12 ml (94.5 mmol) of chlorotrimethylsilane is added. The reaction mixture is stirred at room for 1 hr and is cooled with a dry ice-acetone bath and 4.6 ml (35 mmol) of phenylacetyl chloride is added. The solution is stirred overnight while warming to room temperature. The dichloromethane is evaporated and water is added. The solid is filtered, washed with water and ether, and dried to give 7.0 g of 6-[4-(phenylacetylamino)phenyl]-1,2-dihydro-2-oxonicotinic acid; mp>280° after crystallization from 100 ml of N,N-dimethylacetamide.

Provenance & Evidence