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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583348Generated: October 30, 2026

Methyl iodide → 2-[(4-Methoxybenzenesulfonyl)-methylamino]-3-methyl-benzoic acid methyl ester

https://huagongshe.com/reaction/583348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant2-(4-Methoxy-benzenesulfonylamino)-3-methyl-benzoic acid methyl esterHCID 15859208—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
Product2-[(4-Methoxybenzenesulfonyl)-methylamino]-3-methyl-benzoic acid methyl esterHCID 7005225676%

Reaction Steps

To a solution of 1.0 g (2.985 mmol) of the product of Example 3 in 10 mL of DMF was added 0.149 g (3.731 mmol) of 60% sodium hydride. The resulting mixture was stirred for 30 minutes at room temperature and then 0.28 mL (4.478 mmol) of iodomethane was added. The reaction was then stirred for 18 h, and next diluted with ether. The organics were washed with water, dried over MgSO4, filtered and concentrated in vacuo to provide a white solid. The solid was washed with ether/hexanes (1:1) to give 0.788 g (76%) of the desired product as a white solid. Electrospray Mass Spec: 350.1 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05929097
Source datasetuspto-grants-1999_07
ORD IDord-2de9a45bc5f641eba2074d0ca50f459b
Source noteuspto-grants-1999_07