Water → HCID 54148194, compound

Participants

Reaction Steps

0.34 Gram (0.8 mmol) of the 4-(2-chloroethoxy)-5-methyl-6-(1-ethyl-5-hydroxypyrazol-4-yl)-carbonylthiochroman-1,1-dioxide (corresponding to pyrazole derivative of the formula (Ia)) obtained in Preparation Example 7 was dissolved in 3 ml of dichloromethane, and a solution of 0.23 g (1.6 mmol) of potassium carbonate as a base in 2 ml of water was added. To this mixture was added 0.2 ml (1.6 mmol) of n-propanesulfonyl chloride (corresponding to compound of the formula (IV)) as a reaction reagent, and 0.01 g (0.05 mmol) of benzyltriethylammonium chloride as a phase transfer catalyst was added. The mixture was allowed to react at room temperature for 1 day. After the completion of the reaction, water and dichloromethane were added to separate the reaction mixture to two phases. The resultant organic layer was consecutively washed with distilled water, with a saturated sodium hydrogencarbonate and with a saturated sodium chloride aqueous solution, then dried over anhydrous sodium sulfate, concentrated and purified by column chromatography (silica gel; hexane:ethyl acetate=1:1) to give 0.23 g (yield 54%) of the subject end product.

Provenance & Evidence