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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640906Generated: October 29, 2026

3-Aminophenol → 5-Acetyl-thiophene-2-carboxylic acid (3-{3-[(3-hydroxy-phenylamino)-methylene]-2-oxo-2,3-dihydro-1H-indole-6-carbonyl}-phenyl)-amide

https://huagongshe.com/reaction/640906

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-AminophenolHCID 11568—
ReactantHCID 178466653HCID 178466653—
SolventTetrahydrofuranHCID 8028—
Product5-Acetyl-thiophene-2-carboxylic acid (3-{3-[(3-hydroxy-phenylamino)-methylene]-2-oxo-2,3-dihydro-1H-indole-6-carbonyl}-phenyl)-amideHCID 7322478682%

Reaction Conditions

Temperature65 °C

Reaction Steps

A small screw cap test tube was charged with 5-Acetyl-thiophene-2-carboxylic acid [3-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide (as prepared in Example 54, 100 mg, 0.231 mmol) and THF (2 mL). To the resulting solution was added 3-aminophenol (27.76 mg, 0.254 mmol), and the mixture was stirred for 24 h at 65° C. Subsequently, the reaction mixture was cooled to room temperature. Hexanes were added to the reaction mixture. The solid precipitate that formed was washed with ˜1 mL of i-prOH yielding 82% (99 mg, 0.189 mmol) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07692005B2
Source datasetuspto-grants-2010_04
ORD IDord-ecab363b69264697a1d5bafb3957f656
Source noteuspto-grants-2010_04