Ethyl bromoacetate → HCID 10364000, compound

Participants

Reaction Steps

A 0.6 g quantity of 3-(4-chlorobenzyl)-5,6-dimethylthieno[2,3-d]pyrimidin-2,4(1H,3H)-dione (Compound III-1) was dissolved in 20 ml of anhydrous N,N-dimethylformamide. To the solution were added at room temperature 0.1 g of 50% sodium hydride and then 0.4 g of ethyl bromoacetate. The mixture was stirred at room temperature for 17 hours, concentrated and acidified by adding diluted hydrochloric acid with ice-cooling. The crystals precipitated were collected by filtration and recrystallized from ethanol, giving 0.7 g of 3-(4-chlorobenzyl)-1-ethoxycarbonylmethyl-5,6-dimethylthieno[2,3-d]pyrimidin-2,4(1H,3H)-dione having a melting point of 151° to 152° C. in a yield of 92%.

Provenance & Evidence