HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium formate → 5-(3-Amino-2-methoxy-phenyl)-thiophene-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | 5-(2-Methoxy-3-nitro-phenyl)thiophene-2-carboxylic acid | HCID 57483812 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(3-Amino-2-methoxy-phenyl)-thiophene-2-carboxylic acid | HCID 57483813 | 90.1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367710B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-baaf46089a5c48ceb860ce49207ff558 |
| Source note | uspto-grants-2013_02 |