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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1369122Generated: October 26, 2026

Hydrochloric Acid → 1-Methyl-4,6-dichloroisatin

https://huagongshe.com/reaction/1369122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant4,6-DichloroisatinHCID 251908—
SolventTetrahydrofuranHCID 8028—
Product1-Methyl-4,6-dichloroisatinHCID 1851853784%

Reaction Steps

A mixture of 60% NaH (20.5 mg), 4,6-dichloroisatin (947 mg), and iodomethane (0.328 mL) in THF (20 mL) were stirred overnight at room temperature, poured into 1 N hydrochloric acid, and extracted with ethyl acetate. The extracts were washed with sat. aqueous NaCl, dried over MgSO4, and concentrated. The residue was washed with hexane to give the title compound (849 mg, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06576656B1
Source datasetuspto-grants-2003_06
ORD IDord-ead5a8352e254e4fac6704b9d6f66aa2
Source noteuspto-grants-2003_06