88799-11-5

Usage

Uses

Used in Pharmaceutical Industry:
P-Bromo-N-Cyclohexyl-N-Methylaniline is used as an intermediate compound for the synthesis of various pharmaceuticals, given its structural features that can be further modified to create active drug molecules.
Used in Dye Production:
P-Bromo-N-Cyclohexyl-N-Methylaniline is used as a precursor in the production of dyes, where its chemical structure can be utilized to create a range of colors and properties in dye formulations.

InChI:InChI=1/C13H18BrN/c1-15(12-5-3-2-4-6-12)13-9-7-11(14)8-10-13/h7-10,12H,2-6H2,1H3

Upstream product

• 88799-16-0 (4-Bromo-phenyl)-cyclohexyl-methyl-amine; compound with bromine 
• 62-53-3 aniline 
• 108-94-1 cyclohexanone 
• 18707-43-2 N-cyclohexyl-N-methylaniline 
• 1821-36-9 N-phenyl-2-cyclohexylamine 

Downstream Products

• 88799-16-0 (4-Bromo-phenyl)-cyclohexyl-methyl-amine; compound with bromine 
• 329971-57-5 4-(N-methyl-N-cyclohexylamino)phenyl-magnesium bromide 

Relevant academic research and scientific papers

Synthesis of Halogenated Anilines by Treatment of N, N-Dialkylaniline N-Oxides with Thionyl Halides

The special reactivity of N,N-dialkylaniline N-oxides allows practical and convenient access to electron-rich aryl halides. A complementary pair of reaction protocols allow for the selective para-bromination or ortho-chlorination of N,N-dialkylanilines in up to 69% isolated yield. The generation of a diverse array of halogenated anilines is made possible by a temporary oxidation level increase of N,N-dialkylanilines to the corresponding N,N-dialkylaniline N-oxides and the excision of the resultant weak N-O bond via treatment with thionyl bromide or thionyl chloride at low temperature.

Aminobenzenes, XVII. Addition Products of N,N-Dialkylanilines and Bromine - Synthesis and Reactions

4-Bromo-N,N-dialkylanilines 1 react with bromine in inert solvents to give the 1:1 addition compounds 2 or 3.IR and UV investigations established the structure of the isolated products to be CT complexes (? complexes) for 2 and N-bromoanilinium bromides for 3.The adducts 2 react to yield substitution products 6 and dealkylation products 7 in polar solvents (dimethylformamide, acetic acid, methanol), whereas the main product from 2a by reaction in acetone is N,N,N',N'-tetramethylbenzidine (9).Radical cations 10 are postulated to be the determining intermediates for these reactions.The tendency of the alkyl groups to be cleaved off decreases in the order isopropyl > ethyl > methyl.Under analogous conditions the N-bromo compounds 3 give predominantly the anilines 1 and only small amounts of substitution products 6, dealkylation and reaction to benzidines were not observed.