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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658156Generated: October 25, 2026

Acetic Acid → Methyl 6-cyanobenzo[b]thiophene-2-carboxylate

https://huagongshe.com/reaction/658156

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTriethylamineHCID 8471—
ReactantMethyl ThioglycolateHCID 16907—
Reactant4-Formyl-3-nitrobenzonitrileHCID 13238550—
SolventDimethyl SulfoxideHCID 679—
ProductMethyl 6-cyanobenzo[b]thiophene-2-carboxylateHCID 11031280—

Reaction Steps

4.08 g (23.2 mmol) of 4-cyano-2-nitrobenzaldehyde, 2.46 g (23.2 mmol) of methyl mercaptoacetate and 6.46 ml (46.4 mmol) of triethylamine in 12.3 ml of DMSO are heated at 80° C. for 2.5 h. The reaction solution is poured into 400 ml of ice-water. After addition of 4 ml of acetic acid, the resulting precipitate is filtered off with suction, washed twice with water and dried at 50° C. under reduced pressure overnight. This gives 4.19 g (83.2% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076355B2
Source datasetuspto-grants-2011_12
ORD IDord-c9dfd097c74347d2a8bd11cb9e681f3f
Source noteuspto-grants-2011_12