ChemicalBook CAS DataBase List 2-AMINO-4-CHLORODIPHENYLAMINE

2-AMINO-4-CHLORODIPHENYLAMINE synthesis

7synthesis methods

Product Name:2-AMINO-4-CHLORODIPHENYLAMINE
CAS Number:42837-74-1
Molecular formula:C12H11ClN2
Molecular Weight:218.68

16611-15-7
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42837-74-1
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Yield:42837-74-1 99%

Reaction Conditions:

with iron;ammonium chloride in ethanol;water; for 6 h;Reflux;

Steps:

2-Amino-N-phenyl-4-(trifluoromethyl)aniline (2)

General procedure: Iron powder (1.04 g, 18.6 mmol, 4.79 equiv.) and saturated aqueous NH₄Cl (5 mL) were added to a mixture of nitroaniline 1 (1.082 g, 3.88 mmol) in 25 mL of ethanol. The mixture was refluxed for 6 hours. The darkened mixture was cooled to room temperature, filtered through celite, and extracted twice with DCM. The organic layers were combined, washed twice with water, and concentrated at in vacuo. The reddish residue solidified and yielded the desired product 2 (0.967 mg, 3.83 mmol, 99%).

References:

Neuthe;Popeney;Bialecka;Hinsch;Sokolowski;Veurmann;Haag [Polyhedron,2014,vol. 81,p. 583 - 587] Location in patent:supporting information

62-53-3 Synthesis