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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1078636Generated: October 31, 2026

2-Chlorophenothiazine → 2-chloro-10-(3-chloropropyl)-10H-phenothiazine

https://huagongshe.com/reaction/1078636

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorophenothiazineHCID 7088—
Reactant1-Bromo-3-chloropropaneHCID 8006—
ReactantSodium HydroxideHCID 14798—
ReactantTetrabutylammoniumHCID 16028—
SolventMethyl Isobutyl KetoneHCID 7909—
Product2-chloro-10-(3-chloropropyl)-10H-phenothiazineHCID 75998—

Reaction Steps

40 ml of a sodium hydroxide solution (50% by weight) are added to a solution of 2.34 g (10 mmol) of 2-chlorophenothiazine, 4.73 g (30 mmol) of 1-bromo-3-chloropropane and 0.34 g (1 mmol) of tetrabutylammonium hydrogenosulfate in 40 ml of 4-methylpentan-2-one. The mixture is stirred at ambient temperature for 48 hours. After customary treatment of the organic phase, drying over sodium sulfate, evaporation of the solvent and purification by chromatography on silica gel, 2.17 g of pure product are obtained (eluant: petroleum ether).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05550143
Source datasetuspto-grants-1996_08
ORD IDord-c179d29058564ec8bd90428ec705188e
Source noteuspto-grants-1996_08