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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 23878Generated: October 25, 2026

Thionyl Chloride → HCID 87998386, compound

https://huagongshe.com/reaction/23878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantN-(3,5-Dichlorobenzenesulfonyl)-octahydroisoindole-1-carboxylic acidHCID 22569209—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 87998386HCID 87998386—

Reaction Steps

N-(3,5-Dichlorobenzenesulfonyl)-octahydroisoindole-1-carboxylic acid (1 gm, 2.64 mmol) was dissolved in CH2Cl2 (5 mL) containing DMF (1 drop) and SOCl2 (770 μL, 10.56 mmol). The reaction mixture was refluxed under nitrogen for ˜1 hr. The reaction mixture was monitored by TLC for the formation of the acid chloride. The reaction mixture was then concentrated in vacuo and azeotroped with toluene (1×5 mL) to afford N-(3,5-dichlorobenzenesulfonyl)-octahydroisoindole-1-carboxylic acid chloride which was used without further purification in the subsequent step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06855708B2
Source datasetuspto-grants-2005_02
ORD IDord-f365d521b5b54e1493008a822705eacd
Source noteuspto-grants-2005_02