HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aniline → 2-Bromo-5-nitro-N-phenyl-4-pyridineamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4-Dibromo-5-nitropyridine | HCID 16099850 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Bromo-5-nitro-N-phenyl-4-pyridineamine | HCID 86045124 | 97.1% |
Reaction Steps
The product from Step 2 (7.55 g, 26.8 mmol) in THF (80 mL) and triethylamine (3.7 mL, 26.8 mmol) was treated with aniline (2.6 g, 27.9 mmol) and allowed to stir at rt until the reaction was judged complete by TLC. The solvent was removed in vacuo and the residue dissolved in ethyl acetate, washed (3×) with water and brinde, dried over Na2SO4 and concentrated in vacuo to afford the title compound (7.65 g, 97%). MS (ES+) m/e 294/296 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07547779B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-9ab71254b65040bf9a31100e3ecc3e36 |
| Source note | uspto-grants-2009_06 |