ChemicalBook CAS DataBase List Diphenylamine

Diphenylamine synthesis

14synthesis methods

Product Name:Diphenylamine
CAS Number:122-39-4
Molecular formula:C12H11N
Molecular Weight:169.22

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Yield:122-39-4 100%

Reaction Conditions:

palladium-carbon in diethylene glycol dimethyl ether;water;nitrobenzene;benzene;

Steps:

A.1 EXAMPLE A1

EXAMPLE A1 In a 100 ml round bottom flask equipped with a reflux condenser with a separator, a thermometer and a stirrer were placed 1.6 g of 5% Pd/C containing 50% of water made by N. E. Chemcat Co., Ltd., 10 g of diethylene glycol dimethyl ether, 17.33 g (0.1 mol) of N-cyclohexylidene aniline and 8.29 g (0.067 mol) of nitrobenzene. Afterward, the reactor was heated up to 160° C. with stirring, and reaction was then carried out for 4 hours by maintaining the reactor at 158°-162° C. During this reaction, water present in the catalyst and water produced by the reaction were removed from the reaction system by adding benzene to the reactor to cause azeotropy, condensing water by the reflux condenser, and then separating it by the separator. The amount of the removed water was 1.8 g. Next, the reaction solution was cooled to room temperature, and the 5% Pd/C was then removed from the reaction solution by filtration. The resultant filtrate was analyzed by the use of gas chromatography. The conversion of an imine was 100%, axed the yield of diphenylamine was 87.6%.

References:

US5382690,1995,A