Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1012708Generated: October 25, 2026

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

https://huagongshe.com/reaction/1012708

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 are heated in 12.3 ml of DMSO at 80° C. for 2.5 h. The reaction solution is added to 400 ml of ice-water. The precipitate resulting after addition of 4 ml of acetic acid is filtered off with suction, washed twice with water and dried in vacuo at 50° C. overnight. 4.19 g (83.2% of theory) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977485B2
Source datasetuspto-grants-2011_07
ORD IDord-ab90493089244fba82c1bf9a62d0adcb
Source noteuspto-grants-2011_07