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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1075869Generated: October 26, 2026

10-Chloro-8-fluoro-10,11-dihydro-2-methyldibenzo[b,f]thiepin → 2-Oxazolidinone, 3-(2-(4-(8-fluoro-2-methyl-10,11-dihydrodibenzo(b,f)thiepin-10-yl)-1-piperazinyl)ethyl)-, (+-)-

https://huagongshe.com/reaction/1075869

Reaction equation

Participants

RoleNameHCIDCharge
Reactant10-Chloro-8-fluoro-10,11-dihydro-2-methyldibenzo[b,f]thiepinHCID 12275543—
Reactant3-[2-(1-Piperazinyl)ethyl]-2-oxazolidinoneHCID 12275545—
SolventChloroformHCID 6212—
Product2-Oxazolidinone, 3-(2-(4-(8-fluoro-2-methyl-10,11-dihydrodibenzo(b,f)thiepin-10-yl)-1-piperazinyl)ethyl)-, (+-)-HCID 3042509—

Reaction Steps

17.6 g of 10-chloro-8-fluoro-10,11-dihydro-2-methyldibenzo[b,f]thiepin are heated for 20 hours under reflux conditions together with 27.3 g of 3-[2-(1-piperazinyl)-ethyl] -2-oxazolidinone in 10 ml of chloroform. After evaporation of the chloroform, the residue is mixed with ice, benzene and aqueous sodium hydroxide solution and again mixed well. The benzene phase is acidified with 6 N aqueous hydrochloric acid and maintained in an ice bath for 30 minutes. The precipitate, which is formed, is filtered, made alkaline with aqueous sodium hydroxide solution and taken up in benzene. The benzene phase is dried over sodium sulphate and evaporated, whereby 3-{2-[4-(8-fluoro-10,11-dihydro-2-methyl-dibenzo [b,f]thiepin-10-yl)-1-piperazinyl]-ethyl}-2-oxazolidinone is obtained, which is converted into the corresponding dihydrochloride by reaction with ethanolic hydrochloric acid. The dihydrochloride melts at 210°(dec;).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03954764
Source datasetuspto-grants-1976_05
ORD IDord-a1e411f230ff4e519b765c0055edae80
Source noteuspto-grants-1976_05