Toluene diisocyanate manufacturer Knowledge Main applications of 3-methylsulfonylbenzenesulfonyl chloride_Kain Industrial Additives

Main applications of 3-methylsulfonylbenzenesulfonyl chloride_Kain Industrial Additives

Main applications of 3-methylsulfonylbenzenesulfonyl chloride_Kain Industrial Additives

Background and overview[1]

3-Methylsulfonylbenzenesulfonyl chloride can be used as a pharmaceutical synthesis intermediate. If 3-methylsulfonylbenzenesulfonyl chloride is inhaled, move the patient to fresh air; if skin contact occurs, take off contaminated clothing, rinse the skin thoroughly with soap and water, and seek medical attention if you feel unwell.

Preparation[1]

The preparation of 3-methylsulfonylbenzenesulfonyl chloride is as follows: place methylsulfonylbenzene (5g, 32mmol) in chlorosulfonic acid (37g, 320mmol), heat at 90°C for 18h, and cool to room temperature. The mixture was slowly poured into crushed ice, and the resulting suspension was extracted with ethyl acetate (2×200mL). The organic layer was separated, combined, washed with saturated NaCl aqueous solution (50mL), and dried over sodium sulfate. After suction filtration, the obtained The filtrate was distilled under reduced pressure, and the residue was the intermediate 3-methylsulfonylphenyl-1-sulfonyl chloride (50 mg, yield 6.1%).

Apply[1]

3-Methylsulfonylbenzenesulfonyl chloride can be used as a pharmaceutical synthesis intermediate. For example, N-hydroxy-3-(methylsulfonyl)benzenesulfonamide is prepared, which can be used as a pharmaceutical intermediate to prepare 4-(((3-(methanesulfonyl))phenyl)sulfonamido)oxy)-4 -Oxobutyric acid 2-[4-(5,7-dimethoxy-4-oxo-3,4-dihydro-quinazolin-2-yl)-2,6-dimethyl-benzene Oxy]-ethyl ester. The specific steps are: Dissolve hydroxylamine aqueous solution (50mmol) in THF (60mL) and water (10mL), cool to -5°C, and then slowly add 3-methylsulfonylbenzenesulfonyl chloride (5.1g, 20mmol) while maintaining The reaction temperature is not higher than 10°C. Under low temperature conditions, add DCM (100mL) after the reaction is completed, collect the organic layer, wash with water (2X50mL), and dry the separated organic layer with sodium sulfate. After suction filtration, the filtrate is reduced Pressure distillation gave the intermediate N-hydroxy-3-(methylsulfonyl)benzenesulfonamide (3g, 60% yield).

Main reference materials

[1] CN201680050180.1 Prodrug molecule that can release nitric oxide

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