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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1517501Generated: November 4, 2026

Benzene → HCID 25189876, compound

https://huagongshe.com/reaction/1517501

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantHydrochloric AcidHCID 313—
Reactant4-(Chlorosulfonyl)benzoic acidHCID 82385—
ReactantHCID 58420583HCID 58420583—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventPyridineHCID 1049—
ProductHCID 25189876HCID 2518987657.4%

Reaction Steps

6a-Methyl-5,6,6a,7,8,9-hexahydro-4H-2-phenalenylamine (0.100 g) was dissolved in pyridine (5 ml) and anhydrous benzene (2 ml), the solution was added with 4-chlorosulfonylbenzoic acid (0.115 g) and 4-dimethylaminopyridine (one pellet), and the mixture was stirred overnight at room temperature. The reaction mixture was added with 2 N aqueous hydrochloric acid and thereby made acidic, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure, and the resulting residue was recrystallized from ethyl acetate-n-hexane to obtain the title compound (0.110 g, yield: 57%) as colorless needles (melting point: 215-217° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08232300B2
Source datasetuspto-grants-2012_07
ORD IDord-a35b14332ec742f9a002852f59e4d4a9
Source noteuspto-grants-2012_07