Methyl iodide → HCID 18372248, compound

Participants

Reaction Steps

6.0 g of sodium hydride (60% dispersion in mineral oil, 0.151 mol) were added dropwise at 0° C. to a solution of 36.2 g (0.137 mol) of N-{5-[(dimethylamino)-sulphonyl]-4-methyl-1,3-thiazol-2-yl}acetamide in dimethylformamide. Then 21.4 g (0.151 mol) of methyl iodide were added dropwise from a syringe. After TLC showed complete conversion, the mixture was quenched by adding a saturated ammonium chloride solution. The mixture was evaporated to dryness, and the residue was taken up with water, stirred for 16 h and filtered off. After the residue had been dried in vacuo it was further purified by chromotography on silica gel with toluene/ethyl acetate (15-66% ethyl acetate) as mobile phase. 31.0 g of a white powder were obtained (Rf=0.43 (toluene/ethyl acetate=1/2), yield 74%).

Provenance & Evidence