ChemicalBook CAS DataBase List 3-Nitroaniline

3-Nitroaniline synthesis

9synthesis methods

Product Name:3-Nitroaniline
CAS Number:99-09-2
Molecular formula:C6H6N2O2
Molecular Weight:138.12

M-nitroaniline partial reduction.

121-73-3
31 suppliers
$10.00/1g

99-09-2
9 suppliers
$14.00/1g

Yield:99-09-2 98 %Chromat.

Reaction Conditions:

with ammonium hydroxide;potassium phosphate;Cu_0.18Bi_0.88O_0.88I_1.06 in ethanol;water at 80; for 20 h;Inert atmosphere;Green chemistry;

Steps:

2.3. Catalytic procedure for the Ullmann-type CN- coupling reactions
General procedure: For testing the catalytic capabilities of oxohalides, Ullmann-type CN- coupling reactions were carried out. The mixtures of CuI (0.01-0.1 mmol) or Cu^IBiOI (0.01-0.1 mmol for Cu) or BiOI (0.01-0.1 mmol for Bi) catalyst, organic additive (0.05 mmol, OH-l-proline only for CuI), (hetero)aryl halide (0.5 mmol), base (1.0 mmol) and aqueous ammonia (1.0 mmol) as well as 3.0 ml of solvent were stirred in a 10 ml flask in N₂ atmosphere for 1-24 h, at 25-110 °C. After cooling to room temperature, the crude product was diluted with ethyl acetate (∼40 ml). The organic phase was separated and the aqueous phase was extracted with ethyl acetate twice. The combined organic phase was dried over Na₂SO₄. The product was purified by silica gel chromatography using solvent mixtures (ethyl acetate/hexanes, diethyl ether/hexanes). (0017) At the end of the reactions, the mixtures were analyzed on a Hewlett-Packard 5890 Series II gas chromatograph equipped with flame ionization detector using an Agilent HP-1 column and the internal standard technique using toluene. The temperature was increased in stages from 50 °C to 300 °C. The products were identified via using authentic samples.

References:

Djerdj, Igor;Kónya, Zoltán;Kocsis, Marianna;Kukovecz, Ákos;Pálinkó, István;Sipos, Pál;Varga, Gábor [Molecular catalysis,2020,vol. 493]

585-79-5 Synthesis