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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589849Generated: October 28, 2026

Water → HCID 66584709, compound

https://huagongshe.com/reaction/589849

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChlorosuccinimideHCID 31398—
ReactantHCID 66584156HCID 66584156—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66584709HCID 6658470990%

Reaction Steps

To a solution of 16.5 g (72.9 mmol) of methyl 4-(3-cyano-phenyl)-1H-pyrrole-3-carboxylate in 150 ml of tetrahydrofuran are added portionwise 9.93 g (74.4 mmol) of N-chlorosuccinimide (CAS 128-09-6) and the mixture is then stirred for 6 hours at reflux. After cooling, 250 ml of water are added and the reaction product is extracted with ethyl acetate. The organic phase is dried over sodium sulfate and the solvent is evaporated off under reduced pressure to give 17.1 g of methyl 5-chloro-4-(3-cyanophenyl)-1H-pyrrole-3-carboxylate in the form of a beige-coloured powder after recrystallizing from acetonitrile, filtering off and drying.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233965B2
Source datasetuspto-grants-2016_01
ORD IDord-fc9a940150c24b4ea2b91a4c5c3b79d0
Source noteuspto-grants-2016_01