HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 58158Erstellt: 24. Oktober 2026
4-Bromo-2-nitroaniline → 4-(3-Dimethylamino-prop-1-ynyl)-2-nitro-phenylamine
https://huagongshe.com/de/reaction/58158
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 4-Bromo-2-nitroaniline | HCID 70132 | — |
| Edukt | N,N-Dimethylpropargylamine | HCID 81643 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Produkt | 4-(3-Dimethylamino-prop-1-ynyl)-2-nitro-phenylamine | HCID 118024614 | 100,3% |
Reaktionsschritte
To a stirred solution of 4-bromo-2-nitro-phenylamine (1.08 g, 5 mmol) and dimethyl-prop-2-ynyl-amine (1.0 g, 12 mmol) in TEA (20 mL) was added Pd(PPh3)2Cl2 (0.7 g, 1 mmol) and CuI (360 g, 2 mmol). The solution was stirred at 60° C. under nitrogen for 3 hours. The solution was evaporated with silica gel and purified by flash chromatography on silica to give the title compound (1.1 g, 70% purity). The title compound was taken directly to the next step without further purification. MS (ESI) 221 [M+H]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US09434697B2 |
|---|
| Quelldatensatz | uspto-grants-2016_09 |
|---|
| ORD ID | ord-7785647e4fe445b2be9d75300737977f |
|---|
| Quellennotiz | uspto-grants-2016_09 |
|---|