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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052943Generated: November 2, 2026

Naproxen → HCID 131736273, compound

https://huagongshe.com/reaction/1052943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNaproxenHCID 156391—
Reactant(-)-(S,S)-trans-TramadolHCID 667511—
SolventIsopropanolHCID 3776—
ProductHCID 131736273HCID 131736273—

Reaction Steps

A solution of (−)-tramadol (0.58 g, 2.20 mmol) in 2 mL of isopropanol was added to a stirred suspension of (S)-naproxen (1.02 g, 4.43 mmol, 2 eq) in 2 mL of isopropanol at 60° C. The resulting solution was cooled to room temperature and a third of the solvent was evaporated. The solution was seeded with 5-10 mg of crystalline (−)-tramadol-(S)-naproxen (1:2) co-crystal and was left standing at room temperature for 48 hours without stirring. The resulting suspension was filtered off, the filtrate was washed with ca. 1 mL of isopropanol and dried under vacuum (10 mm Hg) at 60° C. for 24 hours to give the co-crystal (−)-tramadol-(S)-naproxen in a 1:2 ratio as a white solid (1.31 g, 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09393220B2
Source datasetuspto-grants-2016_07
ORD IDord-4b218c9f90154e579b2aebf14743788b
Source noteuspto-grants-2016_07