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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 422561Generated: November 2, 2026

Water → HCID 66674996, compound

https://huagongshe.com/reaction/422561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 50997993HCID 50997993—
SolventDimethylformamideHCID 6228—
ProductHCID 66674996HCID 6667499699.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 4-bromo-2-fluoro-5-methylbenzenethiol (2.28 g, 10.3 mmol) in 25 mL of DMF at RT was treated with NaH (0.284 g, 12.4 mmol). After 15 minutes the solution was cooled to 0° C. and iodomethane (0.772 mL, 12.4 mmol) was added. The reaction mixture was allowed to warm up to RT and stirred overnight. The reaction mixture was poured into water and extracted with EtOAc (3×). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated to give the title compound (2.40 g, 99% yield) as an orange oil. The crude material was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101612B2
Source datasetuspto-grants-2012_01
ORD IDord-06882ece26ce45cf97db04f4fd56706e
Source noteuspto-grants-2012_01