71302-63-1

Upstream product

• 1195-42-2 N-cyclohexylisopropylamine 
• 109-72-8 n-butyllithium 
• 32400-20-7 lithium cyclohexylisopropylamide 

Downstream Products

• 935753-46-1 N-cyclohexyl-i-propyl-butylhydrazone 

Relevant academic research and scientific papers

Complex intermediates in the NO insertion reactions into lithium amides

Nitric oxide (NO) is known to produce the carcinogenetic nitrosamines but it has also been recently reported, both as a regulator of many important physiological functions and as a possible pharmaceutical delivery system. The present paper describes the N

The reaction of nitrosodicyclohexylamine with organolithiums

The detailed study of the reaction of N-nitrosamines with organolithium compounds, under different reaction conditions, allowed the development of a useful methodology for the synthesis of substituted hydrazones and trialkyl hydrazines. The reaction proved to be very sensitive to the reaction conditions, and different main products can be obtained by ine tuning of several variables. With the purpose of searching into the reaction mechanism, a careful isolation, characterization, and quantitative determination of several minor products was carried out. N,N-dicyclohexylamine, N-cyclohexylidencyclohexyl amine, and N,N,N′-dicydohexylalkylhydrazines, were the main side products identified after the work up of the reaction mixtures. With the same aim, the kinetics of the reaction of N-nitrosodicyclohexylamine with n-BuLi, was determined at temperatures in the range 0°C room temperature. Under the conditions leading to the trialkyl hydrazine, the results show an abrupt slowdown of the reaction rate, after a short reaction time. This result, together with other observations, such as the recovering of hydrazone even when using high [RLi], is indicative of equilibrium involving different species in the reaction mixture. The isolation of reduction products, as well as additional experiments carried out with lithium dialkylamides and NO, allowed suggestion of an overall mechanistic scheme for the complex consecutive and parallel reactions, that is consistent with the afforded evidences. Copyright

A highly convenient new methodology for the synthesis of N-nitrosamines from lithium amides

N-nitrosoalkylamines were efficiently synthesized from the reaction of lithium amides with NO at atmospheric pressure using dialkylamines as starting materials. With asymmetric amines stereoselectivity is observed giving rise to different amounts of E and Z isomers.

THE OXIDATION OF HYDROXYLAMINE BY FREMY'S SALT. PREPARATION OF N-NITROSAMINES AND TETRAZENES

Treatment of secondary amines with Fremy's salt in aqueous sodium carbonate solution and in the presence of hydroxylamine gives a high yield of either N-nitrosamines or sym-tetrazenes.A mechanism for these conversions is proposed.

Fremy's Salt (Potassium Nitrosodisulphonate): A Nitrosating Reagent for Amines

Treatment of secondary and tertiary amines with Fremy's salt in aqueous sodium carbonate or pyridine solution gives moderate yields of the corresponding N-nitrosoamines.