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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054153Generated: November 1, 2026

Dichloromethane → Rivaroxaban

https://huagongshe.com/reaction/1054153

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium HydroxideHCID 14798—
ReactantN-({(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl}methyl)formamideHCID 90258317—
Reactant4-Nitrophenyl-5-chlorothiophene-2-carboxylateHCID 90258662—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductRivaroxabanHCID 9875401—

Reaction Steps

N-({(5 S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl}methyl)formamide (1 g) taken in a dichloromethane(10 ml) and stirred reaction mass at 25 to 30° C. for 30 minutes. To this mixture added solution of 4-nitrophenyl-5-chlorothiophene-2-carboxylate (1.06 g) in a dichloromethane (10 ml) and sodium hydroxide (0.38 g) in water (5 ml) simultaneously through addition funnel. Obtained reaction mass then stirred for 1 to 2 h at 25 to 30° C. After completion of reaction, Separated organic layer and concentrated under reduced pressure to obtain residue. Added acetic acid and methanol to residue stirred for 30 minutes and obtained solid is filtered off. Washed solid with methanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394292B2
Source datasetuspto-grants-2016_07
ORD IDord-ecaac78c675f493183d48d548706c34e
Source noteuspto-grants-2016_07