ChemicalBook CAS DataBase List 2-Nitrophenylhydrazine

2-Nitrophenylhydrazine synthesis

4synthesis methods

Product Name:2-Nitrophenylhydrazine
CAS Number:3034-19-3
Molecular formula:C6H7N3O2
Molecular Weight:153.14

609-73-4 Synthesis

609-73-4
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3034-19-3
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Yield:-

Reaction Conditions:

with potassium phosphate;copper(l) iodide;hydrazine hydrate at 120; for 6 h;Sealed tube;Inert atmosphere;

Steps:

General procedure for the copper-catalyzed coupling reactions
General procedure: A mixture of aryl halide (1.0 mmol), CuI (0.1 mmol), Na₃PO₄ (2.0 mmol), 85% aqueous hydrazine (1 mL), and PEG-400 (2 mL) were added to a sealed tube. The reaction mixture was stirred under argon atmosphere at 120 °C for the desired time until complete consumption of starting material as monitored by TLC. Then cooled to room temperature and extracted with diethyl ether (three times). Without dry, the solvent was removed under reduced pressure. The crude product was added to p-toluenesulfonyl chloride in water solution and stirred at room temperature until the reaction was completed at room temperature (monitored by TLC). Then, extracted with diethyl ether (three times). The combined organic phase was then dried with anhydrous Na₂SO₄ and the solvent was removed under reduced pressure. The remaining residue was purified by column chromatography (petroleum ether/ethyl acetate) on silica gel to provide the desired aryl hydrazines derivatives.

References:

Chen, Junmin;Zhang, Yimin;Hao, Wenyan;Zhang, Rongli;Yi, Fei [Tetrahedron,2013,vol. 69,# 2,p. 613 - 617]

88-74-4 Synthesis