HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-[[5-Bromo-4-(2,4,6-trimethylanilino)pyrimidin-2-yl]amino]benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 4-Aminobenzonitrile | HCID 13396 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 4-[[5-Bromo-2-[(2,4,6-trimethylphenyl)amino]4-pyrimidinyl]amino]benzonitrile | HCID 22170096 | — |
| Product | 4-[[5-Bromo-4-(2,4,6-trimethylanilino)pyrimidin-2-yl]amino]benzonitrile | HCID 486383 | 13% |
Reaction Steps
To a flask containing intermediate 2 (0.00285 mol) was added ether. To this homogeneous solution was added HCl in diethyl ether (1M; 0.00855 mol). The solvent was evaporated and 1,4-dioxane (20 ml) was added. Finally, 4-aminobenzonitrile (0.00291 mol) and 1,4-dioxane (15 ml) were added and the reaction mixture was stirred and refluxed for seven days. The solvent was evaporated, the residue dissolved in CH2Cl2, washed with 1 M NaOH, and the solvent evaporated. The residue was dissolved in CH2Cl2 (10 ml) and the precipitate was filtered off and dried, yielding 0.15 g (13%) of 4-[[5-bromo-4-[(2,4,6-trimethylphenyl)amino]-2-pyrimidinyl]amino]benzonitrile (comp. 3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07887845B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-52d46be9e27f4794a492e9ea7081e43c |
| Source note | uspto-grants-2011_02 |