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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384328Generated: October 30, 2026

Ammonium formate → 5-(3-Amino-2-methoxy-phenyl)-thiophene-2-carboxylic acid

https://huagongshe.com/reaction/384328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant5-(2-Methoxy-3-nitro-phenyl)thiophene-2-carboxylic acidHCID 57483812—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product5-(3-Amino-2-methoxy-phenyl)-thiophene-2-carboxylic acidHCID 5748381390.1%

Reaction Steps

5-(2-methoxy-3-nitro-phenyl)thiophene-2-carboxylic acid 12a (7.7 g, 27.6 mmol) was dissolved in 300 mL of ethyl acetate followed by addition of 500 mg of palladium on carbon and ammonium formate (6.96 g, 110 mmol). The reaction mixture was heated to reflux for 4 hours. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography to obtain the title compound 5-(3-amino-2-methoxy-phenyl)-thiophene-2-carboxylic acid 12b (6.2 g, yield 90.1%) as a grey solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367710B2
Source datasetuspto-grants-2013_02
ORD IDord-baaf46089a5c48ceb860ce49207ff558
Source noteuspto-grants-2013_02