Hydrochloric Acid → HCID 86755474, compound

Participants

Reaction Conditions

Reaction Steps

1.5 ml (4 mmol) of a 21% solution of sodium ethanolate in ethanol are diluted with 10 ml of ethanol under nitrogen. 601 mg (5 mmol) of thioglycolic acid ethyl ester are added at 0° C. and the mixture is heated to 20° C. After one hour, 1.09 g (3 mmol) of 7-bromo-5-bromomethyl-2,3-dimethoxy-quinoxaline, 10 ml of ethanol and 10 ml of tetrahydrofuran are added. The mixture is stirred for 18 hours, acidified with 2 ml of 2N hydrochloric acid and concentrated by evaporation. The residue is extracted with ethyl acetate and 0.1N hydrochloric acid, and the combined organic phases are washed with 10% sodium carbonate solution and brine, dried over magnesium sulfate and concentrated by evaporation. The residue is dissolved in 20 ml of a 33% solution of hydrogen bromide in acetic acid, and the solution is heated at 130° C. for 20 minutes and cooled to approximately 80° C. 20 ml of ethanol are added with stirring and the solution is left to stand at 5° C. for 18 hours. The crystals are filtered off, washed with cold ethanol and dried.

Provenance & Evidence