HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-Amino-[1,1'-biphenyl]-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 2-Amino-5-bromobenzonitrile | HCID 429740 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Water 1,2-dimethoxyethane | HCID 18180031 | — |
| Product | 3-Amino-[1,1'-biphenyl]-4-carbonitrile | HCID 459420 | 91.6% |
Reaction Steps
A mixture of 2-amino-5-bromobenzonitrile (1.0 g, 5 mmol), phenylboronic acid (0.92 g, 7.5 mmol), tetrakis(triphenylphosphine)palladium (50 mg) and potassium carbonate (3.5 g, 25 mmol) in dimethoxyethane/water 2:1 (60 mL) was heated at reflux for 4 hours. After cooling to room temperature the reaction was diluted with water and extracted with ethyl acetate. The organic phase was dried and solvent evaporated. Trituation with petroleum ether gave 0.89 g of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06706749B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-43571aa1299844ef8868ff4d26bf2b83 |
| Source note | uspto-grants-2004_03 |