Toluene → 1,1-Dioxo-1lambda6-thiomorpholine-4-carbonyl chloride

Participants

Reaction Steps

Thiomorpholine 1,1-dioxide (1 g; 7.397 mmol) is dispersed in tetrahydrofuran (50 mL) followed by the addition of triethylamine (1.238 mL; 8.88 mmol) and 20% phosgene in toluene (11.743 mL; 22.2 mmol). The reaction mixture is stirred at room temperature overnight. After this time, the mixture is diluted with ether and filtered through Celite®. The Celite® is washed with ether several times and the combined filtrates are concentrated in vacuo to afford title compound as a white solid. 1H NMR (400 MHz, CHLOROFORM-d) ppm 3.15 (4H, m), 4.13 (2H, s), 4.24 (2H, s).

Provenance & Evidence