Ammonia → HCID 57833611, compound

Participants

Reaction Steps

A sample of 9-oxo-9H-thioxanthene-4-carboxylic acid 1r (15 g, 58.7 mmol) was heated in sulfonyl chloride (70 mL) for 2 h. Excess sulfonyl chloride was removed via evaporation. The residue was dissolved in tetrahydrofuran (200 mL), and triethylamine (16.4 mL, 117.4 mmol) and a 0.5 M solution of ammonia in dioxane (176 mL, 88.5 mmol) were added. Methanol (20 mL) was added, and the mixture was evaporated. Water and chloroform were added, and a precipitate formed. The precipitate was isolated via filtration, and yielded 3.5 g (25%) of title compound 2r. The organic layer was separated, dried, filtered, and evaporated to yield 11 g of recovered 1r.

Provenance & Evidence