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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258377Generated: November 2, 2026

Sodium Dithionite → Ethyl 2-(1-hydroxy-4-(thiophene-2-sulfonamido)naphthalen-2-ylthio)acetate

https://huagongshe.com/reaction/1258377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium DithioniteHCID 24489—
Reactantethyl 2-[(4E)-1-oxo-4-thiophen-2-ylsulfonyliminonaphthalen-2-yl]sulfanylacetateHCID 58398202—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductEthyl 2-(1-hydroxy-4-(thiophene-2-sulfonamido)naphthalen-2-ylthio)acetateHCID 4460882358.7%

Reaction Steps

52 mg (E)-ethyl 2-(1-oxo-4-(thiophen-2-ylsulfonylimino)-1,4-dihydronaphthalen-2-ylthio)acetate (8a) was dissolved in 2 ml THF, to which was added 2 ml aqueous solution containing 107 mg Na2S2O4. The resulting biphasic solution was stirred at r.t. for 1 h until it turned pale yellow. The mixture was diluted with ethyl acetate and washed with water and brine. Dried over Na2SO4, the organic solution was filtered and the filtrate was concentrated. The crude product was purified via flash column (EtOAc/Hexane) yielding 25.2 mg (58.7%) title compound, m.p.: 116-118° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466157B2
Source datasetuspto-grants-2013_06
ORD IDord-78c9985802c04604ac721cd6df58bf3f
Source noteuspto-grants-2013_06