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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 847809Generated: October 29, 2026

Toluene → HCID 70449294, compound

https://huagongshe.com/reaction/847809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDimethyl SulfateHCID 6497—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 70563247HCID 70563247—
CatalystTetrabutylammonium BromideHCID 74236—
SolventWaterHCID 962—
ProductHCID 70449294HCID 7044929498.3%

Reaction Steps

4-Bromobenzothiazolone (5.75 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 fropwise 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 6.00 g of 4-bromo-N-methylbenzothiazolone as white cyrstals. Yield 98.3%, purity 99.0%, m.p. 138°-140° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04293702
Source datasetuspto-grants-1981_10
ORD IDord-899532b2880f455b9ef6ad4eb0831888
Source noteuspto-grants-1981_10