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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2221372Generated: November 1, 2026

Methyl iodide → N-Methylisatoic anhydride

https://huagongshe.com/reaction/2221372

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantDimethyl SulfateHCID 6497—
ReactantIsatoic AnhydrideHCID 8359—
ProductN-Methylisatoic anhydrideHCID 25160—

Reaction Steps

N-methylation could be achieved by adding an alkylation agent. Preferably methyl iodide or dimethyl sulfate in a molar ratio, relative to isatoic anhydride, from 1 to 5, preferably 1.5, at a temperature from 10-40° C. In the case of a methylating agent, the intermediate N-methylisatoic anhydride could be isolated by filtration as a colourless crystalline compound by adding 2 parts of water to the reaction mixture. Identification was established by compare HPLC chromatograms with authentic material (supplied by Aldrich).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07368592B1
Source datasetuspto-grants-2008_05
ORD IDord-7693f8afad884d0a828423defa551764
Source noteuspto-grants-2008_05