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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1860257Generated: November 3, 2026

Trifluoroacetic acid → (Z)-5,6-dihydro-5-oxo-4-[(1H-pyrrol-2-yl)methylene]-4H-thieno[2,3-b]pyrrole-2-carboxylic acid

https://huagongshe.com/reaction/1860257

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl (Z)-5,6-dihydro-5-oxo-4-[(1H-pyrrol-2-yl)methylene]-4H-thieno[2,3-b]pyrrole-2-carboxylateHCID 86584525—
SolventDichloromethaneHCID 6344—
Product(Z)-5,6-dihydro-5-oxo-4-[(1H-pyrrol-2-yl)methylene]-4H-thieno[2,3-b]pyrrole-2-carboxylic acidHCID 6984459057.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

tert-Butyl (Z)-5,6-dihydro-5-oxo-4-[(1H-pyrrol-2-yl)methylene]-4H-thieno[2,3-b]pyrrole-2-carboxylate (150 mg, 0.47 mmol) was dissolved in dichloromethane (8 ml), cooled to 0° C., treated with trifluoroacetic acid (0.75 ml) and stirred for 2 hours warming to room temperature. The reaction mixture was evaporated to dryness and triturated with diethyl ether to give 70 mg of (Z)-5,6-dihydro-5-oxo-4-[(1H-pyrrol-2-yl)methylene]-4H-thieno[2,3-b]pyrrole-2-carboxylic acid as a red solid. MS(ES): m/e 260 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06528653B2
Source datasetuspto-grants-2003_03
ORD IDord-da24d687946643daaec84715c6d43492
Source noteuspto-grants-2003_03