Bromoacetyl bromide → HCID 21265963, compound

Participants

Reaction Steps

To a suspension of 18.7 g of 2-(2-amino-5-iodobenzoyl)pyridine (R. I. Fryer, P. Zhang & R. Rios, Synth.Commun. 1993, 23, 985-992) in 760 ml of benzene were added 10.2 ml of bromoacetyl bromide and the mixture was heated to reflux temperature for 20 h. After cooling the crystals are filtered off and these are then stirred for 30 min. in a mixture of 3 l of saturated aqueous sodium hydrogen (sic) carbonate solution and 1 l of dichloromethane. The aqueous phase was separated and extracted again with dichloromethane. The dichloromethane solutions were dried over sodium sulphate and evaporated. The dark brown crystalline residue (25 g) was chromatographed over 400 g of silica gel. With toluene/ethyl acetate 8:1 there were eluted 19.1 g of the desired product which was recrystallized from ethanol/diethyl ether. There were obtained 17.6 g of 2-[2-(bromoacetylamino)-5-iodobenzoyl]-pyridine, which was used without further purification for the next step.

Provenance & Evidence