Ethyl bromoacetate → HCID 19026999, compound

Participants

Reaction Steps

Under a nitrogen atmosphere, sodium hydride (0.44 g of 60% suspension in mineral oil, 0.011 mol) was washed free of mineral oil with petroleum ether. A solution of 3,4-dihydro-4-ethylamino-2H-thieno[3,2-e]-1,2-thiazine-1,1-dioxide (2.32 g, 0.01 mol) in dimethylformamide (10 ml) was added dropwise with stirring over 1/4 hr. Stirring was continued for another 1/2 hr in the cooling bath. Then ethyl bromoacetate (1.25 ml, 0.011 mol) was added and the mixture was stirred for 1/4 hr. with cooling and 1 3/4 hrs. at ambient temperature. The volatile components were removed under high vacuum. The oil-solid residue was extracted with ethyl acetate (2×25 ml). The combined extracts were washed with saturated NaCl, dried, filtered and concentrated in vacuo to a viscous yellow oil (2.75 g). Yield was 86%.

Provenance & Evidence