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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 868780Generated: October 27, 2026

Sulfuric Acid → Cyclopenta[c]thiophene-4,6-dione

https://huagongshe.com/reaction/868780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantEthyl AcetateHCID 8857—
ReactantSodium ethoxideHCID 2723922—
ReactantDiethyl thiophene-3,4-dicarboxylateHCID 12197673—
SolventWaterHCID 962—
ProductCyclopenta[c]thiophene-4,6-dioneHCID 399283—

Reaction Steps

In a dry 3-neck flask with an argon inlet and a water condenser, diethyl thiophene-3,4-dicarboxylate (3.7 g, 16.2 mmol) is mixed with sodium ethoxide (1.1 g, 16.2 mmol). After heating to 100° C. ethyl acetate (1.4 g, 16.2 mmol) is added through syringe pump over one hour. The mixture was further heated for a few hours. The residue was redissolved in water at 70° C. and concentrated sulfuric acid is added (1 mL). The mixture is heated at this temperature for one hour to ensure complete decarboxylation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08968885B2
Source datasetuspto-grants-2015_03
ORD IDord-2b6180bbf40a429c873ccf89181867b6
Source noteuspto-grants-2015_03