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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 441986Generated: October 25, 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/441986

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-methyl-dibenzo[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 100 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 precripitate, 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 dihydrochloric melts at 210° (dec;).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04044010
Source datasetuspto-grants-1977_08
ORD IDord-9f3cd22094574d0a9ab2bb2a13ef4231
Source noteuspto-grants-1977_08