Bromine → 2-(3-Acetylamino-[1,2,4]thiadiazol-5-yl)-pyrrolidine-1-carboxylic acid benzyl ester hydrobromide

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Reaction Steps

2-(N′-Acetyl-guanidinocarbothioyl)-pyrrolidine-1-carboxylic acid benzyl ester (13.0 g, 37.4 mmol) was dissolved in ethanol (80 mL). The ethanol solution was cooled to 0° C. and a solution of bromine (6.50 g, 40.6 mmol) in chloroform (30 mL) was added dropwise over 5 minutes. The resulting solution was allowed to return to room temperature while stirring for 3 hours. The reaction mixture was concentrated under vacuo to afford 14.0 g (88%) of 2-(3-acetylamino-[1,2,4]thiadiazol-5-yl)-pyrrolidine-1-carboxylic acid benzyl ester hydrobromide.

Provenance & Evidence