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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | (1-Benzothiophen-3-yl)boronic acid | HCID 2776344 | — |
| Reactant | Glyoxylic acid, monohydrate | HCID 15620607 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(Benzo[b]thiophen-3-yl)-2-(phenylamino)acetic acid | HCID 58556968 | 48% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08629160B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-d12fd20f0e5e4e09bc166e5d75985e87 |
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| Source note | uspto-grants-2014_01 |
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