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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358463Generated: October 26, 2026

Hydrochloric Acid → N-[1-(3,5-dibromo-4-methoxy-benzyl)-6-hydroxy-1,2,3,4-tetrahydro-isoquinolin-7-yl]-benzenesulfonamide hydrochloride

https://huagongshe.com/reaction/1358463

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantN-[6-benzyloxy-1-(3,5-dibromo-4-methoxy-benzyl)-1,2,3,4-tetrahydro-isoquinolin-7-yl]-benzenesulfonamide oxalateHCID 18184536—
ReactantSodium hydroxide methylene chlorideHCID 23721229—
SolventMethanolHCID 887—
ProductN-[1-(3,5-dibromo-4-methoxy-benzyl)-6-hydroxy-1,2,3,4-tetrahydro-isoquinolin-7-yl]-benzenesulfonamide hydrochlorideHCID 18184514—

Reaction Steps

N-[6-benzyloxy-1-(3,5-dibromo-4-methoxy-benzyl)-1,2,3,4-tetrahydro-isoquinolin-7-yl]-benzenesulfonamide oxalate (0.389 g, 0.00051 mol) was neutralized in a mixture 1N NaOH-methylene chloride. A free base was dissolved in a methanol—conc. HCl mixture (35 mL of each). The reaction mixture was refluxed for 1h and evaporated. HCl salt was neutralized with conc. NaHCO3 solution. The product was purified by column chromatography (silica gel, chloroform-methanol—aq. ammonia/100:10:1) and dissolved in methanol, a solution of fumaric acid in methanol was added. A fumaric salt was crystallized from methanol—ethyl ether mixture.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06596734B1
Source datasetuspto-grants-2003_07
ORD IDord-ed68bad863ff45f3b958920af3aff80a
Source noteuspto-grants-2003_07