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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469458Generated: October 25, 2026

Aniline → 2-(Benzo[b]thiophen-3-yl)-2-(phenylamino)acetic acid

https://huagongshe.com/reaction/469458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
Reactant(1-Benzothiophen-3-yl)boronic acidHCID 2776344—
ReactantGlyoxylic acid, monohydrateHCID 15620607—
SolventAcetonitrileHCID 6342—
Product2-(Benzo[b]thiophen-3-yl)-2-(phenylamino)acetic acidHCID 5855696848%

Reaction Conditions

Temperature100 °C

Reaction Steps

Benzo[b]thiophen-3-ylboronic acid (387 mg, 2.17 mmol), aniline (202 mg, 2.17 mmol), and 2-oxoacetic acid hydrate (200 mg, 2.17 mmol) were dissolved in acetonitrile (12 ml) and then stirred at 100° C. under microwave irradiation for 1 hour. The solvent was evaporated, and the residue was dissolved in EtOAc and washed with sat.NaHCO3. 2N HCl was added to the aqueous phase until pH was about 7, and the product was extracted with EtOAc. The organic phase was dried with Na2SO4, filtered and evaporated to obtain 2-(benzo[b]thiophen-3-yl)-2-(phenylamino)acetic acid (295 mg, 48% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629160B2
Source datasetuspto-grants-2014_01
ORD IDord-d12fd20f0e5e4e09bc166e5d75985e87
Source noteuspto-grants-2014_01