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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1865527Generated: October 29, 2026

Water → 2-(2,6-Dichloro-4-nitro-phenylsulfanyl)-5-trifluoromethyl-benzothiazole

https://huagongshe.com/reaction/1865527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant3,4,5-TrichloronitrobenzeneHCID 88365—
Reactant5-(trifluoromethyl)-1,3-benzothiazole-2-thiolHCID 178419087—
SolventDimethylformamideHCID 6228—
Product2-(2,6-Dichloro-4-nitro-phenylsulfanyl)-5-trifluoromethyl-benzothiazoleHCID 2214883199%

Reaction Steps

To a solution of 2-mercapto-5-trifluoromethyl-benzothiazole (239) (470 mg, 2.0 mmol) in DMF (20 mL) was added NaH (Aldrich, 60% suspension in hexanes, 80 mg, 2.0 mmol). After the resulting mixture was stirred at ambient temperature for 20 minutes, was added 1,2,3-trichloro-5-nitrobenzene (Acros, 452 mg, 2.0 mmol). The mixture was then heated at 60° C. for 4 hours. After cooled to room temperature, the mixture was poured to water and stirred for 1 hour. The solid product was collected by vacuum filtration to give 258 as a pale yellow solid (840 mg, 99%) which was used in the next reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07626033B2
Source datasetuspto-grants-2009_12
ORD IDord-612508194db0437c8cd099b5e8c22662
Source noteuspto-grants-2009_12