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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258229Generated: November 1, 2026

Ethanol → 2-Amino-4-(3-cyanoindol-1-yl)benzoic acid

https://huagongshe.com/reaction/1258229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 58437261HCID 58437261—
CatalystZincHCID 23994—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product2-Amino-4-(3-cyanoindol-1-yl)benzoic acidHCID 5843723127.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-(3-cyanoindol-1-yl)-2-nitrobenzoic acid (0.012 g) in a mixed solvent of ethanol (1 mL), water (0.5 mL) and tetrahydrofuran (0.5 mL) were added zinc powder (0.041 g) and ammonium chloride (0.004 g) at room temperature, and this mixture was stirred at 80° C. for 2.5 hours. After cooling to ambient temperature, to this reaction mixture was added ethyl acetate. This insoluble material was removed by filtration and this filtrate was washed with brine, dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (0.003 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466152B2
Source datasetuspto-grants-2013_06
ORD IDord-1609af02d9f04f00a5be3a42e95f4641
Source noteuspto-grants-2013_06