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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9716Generated: October 25, 2026

Hydrochloric Acid → Oxcarbazepine

https://huagongshe.com/reaction/9716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant10-MethoxyiminostilbeneHCID 78424—
ReactantPyridinium bromideHCID 11309665—
ReactantHCID 178418852HCID 178418852—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductOxcarbazepineHCID 3431258%

Reaction Conditions

Temperature89 °C

Reaction Steps

The carbamoylation reaction was performed as in Example 1. After about 7–8 hours of stirring the carbamoylation reaction mixture (containing pyridinium bromide, 10-methoxy-5H-dibenz[b,f]azepine, water, toluene, and NaOCN) at room temperature (22° C.), the mixture was heated to 55–60° C., and 500 ml of 10% HCl was added drop-wise and carefully. The reaction mixture was warmed to reflux (89° C.) for 3–4 hours, and then worked up and purified as in Example 1. 32.8 g (58% yield) of crude oxcarbazepine was obtained. The crude afforded 24.9 g (44% overall yield) of pure oxcarbazepine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091339B2
Source datasetuspto-grants-2006_08
ORD IDord-5cb6d0f152d044ee8dc9a054a97d110f
Source noteuspto-grants-2006_08