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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633142Generated: October 30, 2026

Methyl iodide → methyl 2-chloro-4-(N-methylmethylsulfonamido)benzoate

https://huagongshe.com/reaction/633142

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
ReactantMethyl 2-chloro-4-(methylsulfonamido)benzoateHCID 54238017—
SolventDimethylformamideHCID 6228—
Productmethyl 2-chloro-4-(N-methylmethylsulfonamido)benzoateHCID 18350493—

Reaction Steps

78 μL of iodomethane and 447 mg of Cesium Carbonate were added to 300 mg of methyl 2-chloro-4-(methylsulfonamido)benzoate in 3 mL of DMF and stirred at room temperature for 16 hours. The reaction mixture was extracted in Ethyl Acetate twice with saturated bicarbonate and once with brine, dried over Magnesium Sulfate, filtered and concentrated to give crude methyl 2-chloro-4-(N-methylmethylsulfonamido)benzoate. 295 mg of methyl 2-chloro-4-(N-methylmethylsulfonamido)benzoate was hydrolyzed via Procedure M to yield 249 mg of 2-chloro-4-(N-methylmethylsulfonamido)benzoic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321761B2
Source datasetuspto-grants-2016_04
ORD IDord-99cff7f88a834160903853a505d9b95c
Source noteuspto-grants-2016_04