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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1071907Generated: November 2, 2026

Dimethyl Sulfate → Methyl 3,4-dimethylbenzothiazol-2-one-5-carboxylate

https://huagongshe.com/reaction/1071907

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Benzothiazolecarboxylic acid,2,3-dihydro-4-methyl-2-oxo-,methyl esterHCID 22390075—
SolventAcetoneHCID 180—
ProductMethyl 3,4-dimethylbenzothiazol-2-one-5-carboxylateHCID 2239007884.3%

Reaction Steps

A solution of 11.38 g (51 mmol) of methyl 4-methylbenzo-thiazol-2-one-5-carboxylate in 400 ml of acetone was admixed with 14.18 g of potassium carbonate. 5.1 ml (54 mmol) of dimethyl sulfate were then added dropwise with stirring, and the mixture was stirred at 23° C. for 78 hours. The precipitated solid was filtered off and the solvent was removed under reduced pressure. Recrystallization from ether gave, in a yield of 84%, 10.15 g (43 mmol) of methyl 3,4-dimethylbenzothiazol-2-one-5-carboxylate of m.p. 97° C.-100° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06908884B2
Source datasetuspto-grants-2005_06
ORD IDord-71473da7c67a41e9a1d48105e5a7d5e1
Source noteuspto-grants-2005_06