反应详情

To a stirred solution of 2,6-dichlorobenzoic acid (206 mg, 1.08 mmol) and 112 mg (0.812 mmol) of potassium carbonate in 20 ml of DMF under nitrogen was added 2-chloromethyl-4-methyl-4-propyl-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide (250 mg, 0. 981 mmol) and the mixture was allowed to react at room temperature for 12 hours. After adding an additional 2,6-dichlorobenzoic acid (0.038 g) and 0.055 g of potassium carbonate, the mixture was stirred at room temperature for additional 12 hours. The mixture was diluted with ice/water, extracted with ethyl acetate, and the organic layer was washed with water, brine, and dried. The organic solution was concentrated in vacuo and the residue was purified by flash chromatography (silica gel; 10% ethyl acetate in hexane) to afford 266 mg (66%) of 2- (2,6-dichlorophenylcarbonyloxymethyl)-4-methyl-4-propyl-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide (Formula I: Ar-2,6-Cl2 -phenyl; R1 =propyl; R2 =CH3 ; R3 =CH3) as a solid, m.p. 93°-95° C.

1. customto react at room temperature for 12 hours
2. extractionextracted with ethyl acetate
3. washthe organic layer was washed with water, brine
4. customdried
5. concentrationThe organic solution was concentrated in vacuo
6. customthe residue was purified by flash chromatography (silica gel; 10% ethyl acetate in hexane)