Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 518130Generated: November 2, 2026

Water → 6-Cyano-2-methyl-4H-thieno[3,2-b]pyrrole

https://huagongshe.com/reaction/518130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant6-Cyano-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylic acidHCID 90254547—
CatalystCopperHCID 23978—
SolventQuinolineHCID 7047—
Product6-Cyano-2-methyl-4H-thieno[3,2-b]pyrroleHCID 9025449087.1%

Reaction Conditions

Temperature200 °C

Reaction Steps

To a solution of 6-cyano-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylic acid (0.54 g) in quinoline (10 mL) was added Copper powder (33 mg), and the mixture was stirred at 200° C. for 30 minutes using microwave reactor. To the reaction solution was added water, and a precipitated insoluble matter was filtered through a Celite pad (registered trademark). The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with 1 mol/L hydrochloric acid, water and brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=76/24−53/47) to give the title compound (0.37 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115144B2
Source datasetuspto-grants-2015_08
ORD IDord-11721788f7a745bfb04b3ff266d74a88
Source noteuspto-grants-2015_08