ChemicalBook CAS DataBase List 4-(1H-BENZOIMIDAZOL-2-YL)-PHENYLAMINE

4-(1H-BENZOIMIDAZOL-2-YL)-PHENYLAMINE synthesis

14synthesis methods

Product Name:4-(1H-BENZOIMIDAZOL-2-YL)-PHENYLAMINE
CAS Number:2963-77-1
Molecular formula:C13H11N3
Molecular Weight:209.25

729-13-5
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$160.00/0.500g

2963-77-1
86 suppliers
$45.00/10mg

Yield: 95%

Reaction Conditions:

with hydrogenchloride;iron in ethanol;waterReflux;

Steps:

General procedure: Iron powder (3-4 mmol) and 6 N HCl solution (1 ml) were added to the solution of the nitro derivatives (1 mmol) in EtOH (5 ml) and the mixture was heated to reflux under nitrogen for 3-5 h. After cooling to room temperature, the suspension was diluted with EtOAc (20 ml); a solution of 6 M NaOH (20 ml) was added until basic pH and the layers were separated. The aqueous layer was extracted with AcOEt(2 X 20 ml) and the combined organic layers were washed with brine,dried over anhydrous Na2SO4, filtered and evaporated under vacuum.The crude product was purified by chromatography on silica gel(eluent: EtOAc/Hexane 6:4 v/v or CHCl3/MeOH 9.5:0.5 v/v to 9:1 v/v)or triturated with diethyl ether.

References:

Agamennone, Mariangela;Caradonna, Alessia;Di Pizio, Antonella;Laghezza, Antonio;Loiodice, Fulvio;Luisi, Grazia;Piemontese, Luca;Tortorella, Paolo [Bioorganic and medicinal chemistry,2019]

150-13-0 Synthesis