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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Bromo-2-nitroanilineHCID 70132—
EduktN,N-DimethylpropargylamineHCID 81643—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
Produkt4-(3-Dimethylamino-prop-1-ynyl)-2-nitro-phenylamineHCID 118024614100,3%

Reaktionsbedingungen

Temperatur60 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434697B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-7785647e4fe445b2be9d75300737977f
Quellennotizuspto-grants-2016_09