Phenol → Phenyl 1,2,4-triazole-3sulfonate

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Reaction Steps

To a flask was added 10 g of thoroughly dried 1,2,4-triazole-3-sulfonyl chloride and 150 ml of tetrahydrofuran. The resulting mixture was stirred under nitrogen until most of the sulfonyl chloride dissolved. Phenol, 6.2 g, was then added at room temperature followed by the slow addition of 9 ml of triethyl amine. A precipitate became apparent and the resulting mixture was stirred for an additional 16 hours. The tetrahydrofuran was evaporated from the mixture and the residue washed with 200 ml of water followed by extraction with 200 ml of ethyl acetate. The ethyl acetate solution was dried using sodium sulfate, filtered and concentrated to yield 10.77 g of the desired intermediate as a white solid.

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