HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromo-1-naphthylamine → 4-Amino-1-naphthalenecarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromo-1-naphthylamine | HCID 75303 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Amino-1-naphthalenecarbonitrile | HCID 42828 | — |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
To a stirred solution of 1-amino-4-bromonaphthalene (5 g, 22.5 mmol) in DMF (30 mL) was added CuCN (10.1 g, 112.5 mmol), CuI (8.7 g, 45 mmol) and the mixture was heated to 120° C. in a sealed tube for 24 h. After completion of the reaction (TLC), the mixture was filtered and the filtrate was evaporated to give the crude product which was purified by column chromatography over silica gel (EtOAc in Hexanes, 5%) to furnish the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006442B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-76f163d8a748423c908ef68faff16e23 |
| Source note | uspto-grants-2015_04 |