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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1364768Generated: October 31, 2026

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

https://huagongshe.com/reaction/1364768

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 numberUS07888364B2
Source datasetuspto-grants-2011_02
ORD IDord-005b5795d05b4124a11ce35b42433024
Source noteuspto-grants-2011_02