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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 847808Generated: October 30, 2026

Toluene → HCID 70565200, compound

https://huagongshe.com/reaction/847808

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDimethyl SulfateHCID 6497—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 70564203HCID 70564203—
CatalystTetrabutylammonium BromideHCID 74236—
SolventWaterHCID 962—
ProductHCID 70565200HCID 7056520097.6%

Reaction Steps

4-Fluorobenzothiazolone (4.23 g, 0.025 mole) was dissolved in a solution of sodium hydroxide (1.60 g, 0.0375 mole) in water (100 c.c.), and tetra-n-butylammonium bromide (0.24 g, 7.5×10-4 mole) and toluene (40 c.c.) were added thereto. Dimethyl sulfate (4.70 g, 0.0375 mole) was added dropwise thereto at room temperature, and the mixture was stirred at room temperature for 1 hour, followed by phase-separation. The toluene layer was washed once with water, and the solvent was removed under reduced pressure to obtain 4.47 g of 4-fluoro-N-methylbenzothiazolone as white crystals. Yield 97.6%, purity 98.7%, m.p. 121.5°-123.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04293702
Source datasetuspto-grants-1981_10
ORD IDord-17117c528c6e478495ab26532c5c39bd
Source noteuspto-grants-1981_10