81090-57-5

Upstream product

• 64-19-7 acetic acid 
• 109242-92-4 N,2,4-Tribrom-N-methylanilin 
• 100-61-8 N-methylaniline 
• 63812-39-5 2,4,6-tribromo-N,N-dimethylaniline 
• 7732-18-5 water 
• 64230-27-9 2,4-dibromo-N,N-dimethylaniline 
• 7726-95-6 bromine 
• 88799-12-6 4-Brom-N,N-dimethylanilin-Brom-Addukt 
• 147-82-0 2,4,6-tribromoaniline 
• 77-78-1 dimethyl sulfate 
• 89692-49-9 2,4,6-tribromo-N-methyl-N-nitroso-aniline 
• 127-09-3 sodium acetate 

Relevant academic research and scientific papers

Preparation method of N-methyl-4-bromoaniline

The invention provides a preparation method of N-methyl-4-bromoaniline, belonging to the technical field of organic synthesis. The preparation method solves the technical problems that existing monomethylation reaction steps of aniline are tedious and the purity of prepared products is low. The method comprises the following steps: 1, adding dichloroethane and N-methylaniline into a first reactor,then dropwise adding acetic anhydride into the first reactor, and carrying out stirring; 2, dropwise adding a brominating agent into the formed reaction system, carrying out stirring, carrying out sampling analysis until the content of N-methyl acetanilide is less than 1%, adding sodium sulfite, carrying out stirring, and carrying out suction filtration; 3, adding the solid N-methyl-4-bromoacetanilide obtained through suction filtration in the step 2 into a second reactor, then adding hydrochloric acid with a mass concentration of 15%, carrying out heating reflux for 3 h, and carrying out sampling analysis until a reaction is completed; and 4, cooling, neutralizing and extracting the reaction system in the step 3, and recovering the solvent to obtain the colorless transparent liquid N-methyl-4-bromoaniline. The N-methyl-4-bromoaniline prepared by using the method is high in purity, and has a content of greater than 98%.

Phase-Vanishing Methodology for Efficient Bromination, Alkylation, Epoxidation, and Oxidation Reactions of Organic Substrates

(Matrix presented) In cases where both reactants in a phase-vanishing reaction are less dense than the fluorous phase, an alternative to the U-tube method is to employ a solvent with greater density than the fluorous phase, such as 1,2-dibromoethane. This modification has been successfully applied to the methylation of a phenol derivative with dimethyl sulfate and to the m-CPBA-induced epoxidation of alkenes, N-oxide formation from nitrogen-containing compounds, and S-oxide or sulfone formation from organic sulfides.

Halogenation Using Quaternary Ammonium Polyhalides. VI. Bromination of Aromatic Amines by Use of Benzyltrimethylammonium Tribromide

The reaction of aromatic amines with benzyltrimethylammonium tribromide in dichloromethane-methanol containing calcium carbonate powder for 0.5 h at room temperature gave bromo-substituted aromatic amines in good yields.

Extremely Reactive C=C Double Bonds, VI. - Tris(methylphenylamino)methane - The Chemistry of Orthoamides

Reactions of the title compound 2 with sulfur, selenium, thiophenol, malononitrile, 1,3-indanedione, fluorenone hydrazone, phenylmagnesium bromide, bromine, thioacetic acid, N,N'-diphenylurea, oxalyl chloride, 9,9-dichloroxanthene, phenyl isocyanate, and stilbene dibromide are described and the mechanisms are discussed.The catalytic influence of 2 on the decomposition of 9-diazofluorene in xylene and mesitylene is discussed.

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.