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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927569Generated: October 25, 2026

Methyl iodide → 2-tert-Butyl-6-chloro-7-methanesulfonyl-benzooxazole

https://huagongshe.com/reaction/1927569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium SulfiteHCID 24437—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Tert-butyl-6-chlorobenzoxazole-7-sulfonyl chlorideHCID 23447791—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2-tert-Butyl-6-chloro-7-methanesulfonyl-benzooxazoleHCID 67128446—

Reaction Steps

A solution of 204 mg of Na2SO3 and 409 mg of NaHCO3 in 4 ml H2O is heated to 75° and treated portionwise with 0.5 g of 2-tert-butyl-6-chloro-benzooxazole-7-sulfonyl chloride (US 2007/0249672 page 9). A mixture obtained is heated at 75° for 2 hours and 4 ml of EtOH are added followed by 0.11 ml of iodomethane. A mixture obtained is heated at 90° overnight and allowed to cool to rt. A mixture obtained is extracted with 3×30 ml of EtOAc and the combined organic extracts obtained are washed with brine, dried over MgSO4 and solvent is evaporated. The title compound is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183281B2
Source datasetuspto-grants-2012_05
ORD IDord-0bad674880684087a3612d1633aa744b
Source noteuspto-grants-2012_05