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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1860266Generated: November 1, 2026

p-Toluenesulfonic 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/1860266

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant(Z)-5-Oxo-4-[1H-pyrrol-2-ylmethylene]-5,6-dihydro-4H-thieno [2,3-b]pyrrole-2-carboxylic acid (tetrahydro-pyran-2-yloxy)-amideHCID 86584528—
SolventMethanolHCID 887—
Product(Z)-5,6-dihydro-5-oxo-4-[(1H-pyrrol-2-yl)methylene]-4H-thieno[2,3-b]pyrrole-2-carboxylic acidHCID 6984459042.7%

Reaction Steps

(Z)-5-Oxo-4-[1H-pyrrol-2-ylmethylene]-5,6-dihydro-4H-thieno[2,3-b]pyrrole-2-carboxylic acid (tetrahydro-pyran-2-yloxy)-amide (65 mg, 0.18 mmol) was dissolved in methanol (2 ml). 4-Toluene sulfonic acid (0.09 mmol, 15 mg) was added in one portion and the solution stirred at room temperature for 2 hours. The solvent was evaporated and the residue triturated with diethyl ether to give 10 mg of (Z)-5-Oxo-4-[1H-pyrrol-2-ylmethylene]-5,6-dihydro-4H-thieno[2,3-b]pyrrole-2-carboxylic acid hydroxamide as a brown solid. MS(ES): m/e 276 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06528653B2
Source datasetuspto-grants-2003_03
ORD IDord-d497da55914740a08a027a054d451865
Source noteuspto-grants-2003_03