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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241722Generated: October 25, 2026

Ethyl 3-methylsulphanyl-2-oxo-2,3-dihydro-1H-indole-5-carboxylate → Ethyl 2-oxoindoline-5-carboxylate

https://huagongshe.com/reaction/241722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 3-methylsulphanyl-2-oxo-2,3-dihydro-1H-indole-5-carboxylateHCID 12351489—
CatalystZincHCID 23994—
SolventAcetic AcidHCID 176—
ProductEthyl 2-oxoindoline-5-carboxylateHCID 13077452—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of the compound obtained in Step A (0.1448 mol) in glacial acetic acid (700 ml) there is added powdered zinc (0.8690 mol). The two-phase mixture is stirred at 40° C. for 8 hours. The reaction mixture is filtered and the filtrate is then evaporated to dryness. The residue is stirred in water overnight and filtered and the precipitate obtained is washed with water. The product is taken up in toluene and then evaporated to dryness, and is then taken up in ether, filtered, washed with ether and then dried in vacuo at 40° C. under P2O5 to yield the title product, which is used directly in the next Step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653073B2
Source datasetuspto-grants-2014_02
ORD IDord-dd0897eee5ad448ca81cab28f8aaab8a
Source noteuspto-grants-2014_02