Methyl p-toluenesulfonate → HCID 10560540, compound

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Reaction Steps

A solution of 0.25 g of 4-methyl-2,3-dihydro-4H- pyrido[4,3e][1,2,4]thiadiazine 1,1-dioxide (Example 5) in 8 cm3 of acetonitrile is treated with 0.5 g of potassium carbonate (±3 eq.) and then with 0.26 g of methyl p-toluenesulfonate (1.1 eq.). The suspension obtained is brought to reflux for 2 hours. The solvent is then removed by evaporation under reduced pressure and the residue is distributed between 10 cm3 of water and 100 ml of chloroform. The aqueous phase is then extracted twice with 50 cm3 of chloroform. The combined organic fractions are dried over MgSO4, filtered and then concentrated to dryness. The residue is dissolved in the minimum amount of chloroform. The addition of an excess of petroleum ether (40°-60° C.) causes precipitation of the crystals of the title product. They are collected on the filter, washed with petroleum ether (40°-60° C.) and dried. Yd. : 60-65%

Provenance & Evidence