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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2372644Generated: October 30, 2026

Sodium Hydroxide → 4-Chloro-2,3-dihydro-1lambda6,2-benzothiazole-1,1,3-trione

https://huagongshe.com/reaction/2372644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantHCID 14257494HCID 14257494—
SolventWaterHCID 962—
Product4-Chloro-2,3-dihydro-1lambda6,2-benzothiazole-1,1,3-trioneHCID 15567171—

Reaction Conditions

Temperature25 °C

Reaction Steps

504 g (2.02 mol) of methyl 6-chloro-2-aminosulfonylbenzoate was added in portions to a solution of 80 g (2.0 mol) of sodium hydroxide in 2.5 liters of water; the temperature rose from 25° C. to 50° C. After 30 minutes at this temperature, the mixture was cooled to 25° C. and extracted with methyl tert-butyl ether, and the aqueous phase was stirred into 2N hydrochloric acid. The precipitate was isolated, washed with water and dried. There was obtained 330 g (75.8% of theory) of the title compound, m.p.: 210°-212° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05100459
Source datasetuspto-grants-1992_03
ORD IDord-08c0c9e1d5cb4dd19f8016662c19b93d
Source noteuspto-grants-1992_03