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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2290288Generated: October 31, 2026

Thionyl Chloride → 5-chloro-3-methylthio-5H-dibenzo[a,d]cycloheptene

https://huagongshe.com/reaction/2290288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant3-methylthio-5H-dibenzo[a,d]cyclohepten-5-olHCID 20232244—
SolventBenzeneHCID 241—
Product5-chloro-3-methylthio-5H-dibenzo[a,d]cyclohepteneHCID 20232269—

Reaction Steps

Molar excess (5 milliliters) of thionyl chloride was added to a solution of the 3-methylthio-5H-dibenzo[a,d]cyclohepten-5-ol intermediate in 45 milliliters of benzene and the resulting mixture heated under reflux for two hours to obtain a 5-chloro-3-methylthio-5H-dibenzo[a,d]cycloheptene (chloro compound) intermediate in the reaction mixture. The reaction mixture was subjected to reduced pressure to co-evaporate benzene and unreacted thionyl chloride, and the procedure repeated with several additions of benzene to obtain a purified chloro compound intermediate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04616023
Source datasetuspto-grants-1986_10
ORD IDord-72d4825da18f4bbb83c4bd7b1fc15662
Source noteuspto-grants-1986_10