Amines, Nitriles, and other Nitrogen-containing Functional Groups

Amines, Nitriles, and Other Nitrogen-containing Functional Groups 

Reagents i, RBr-PhH added over 1.5 h to soln. in NaOH (50% aq.)-PhH-NBu4HS04 ii, RBr-PhMe, NaOH (50% aq.)-NBu4HS04, 4 h, reflux 

Hydrogenation of long-chain aliphatic alcohols over a copper-chromium catalyst has been found to provide the corresponding amines. Trifluoromethylamine, which has evaded synthesis owing to its instability, has now been prepared by two methods by the same workers.  

Several types of asymmetric amine have been successfully resolved by fractional crystallization as lasalocid salts/ An improved synthesis of (/ )-(+)- and (5)-(—)-a-methyl-p-nitrobenzylamines and their use as resolving agents have been reported.  

A preliminary study of the plasmolysis of several aliphatic secondary amines has been carried out with a view to future synthetic application. 

Amides have been converted in high yield into secondary and tertiary amines by reduction of first-formed Vilsmeier complexes with sodium borohydride. The ability of triphenylpyridine to act as a good leaving group has been exploited in a 

Reactions.—n-Octylamine can be smoothly diazotized by nitrosyl chloride and triethylamine at —70 °C. This reaction may provide a good general method of preparation of the higher homologues of diazomethane which are not readily accessible by existing methods. 

Reaction of aralkylamines with 3-chloroperbenzoic acid readily gives C-nitroso-dimers (6) which are useful precursors of hydrazo, azo, and azoxy derivatives.  

Kometani, S. Shiotani, and K. Mitsuhashi, Chem. Pharm. Bull. Japan), 1976, 24, 342. 

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S. G. Lister, Gen. Synth. Methods 10, 230-319 (1988) Amines, Nitriles, and Other Nitrogen-containing Functional Groups [prepared by General and Synthetic Methods],... 

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