89284-57-1

Upstream product

• 3479-10-5 1-amino-3-chlorobenzene-6-sulfonic acid 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 108-42-9 3-chloro-aniline 
• 67-56-1 methanol 
• 140213-09-8 5-(3-chloro-anilino)-penta-2,4-dienal-(3-chloro-phenylimine) 

Downstream Products

• 78904-10-6 1,3,5-tribromo-2-chloro-benzene 

Relevant academic research and scientific papers

Identification of bromination products of chloro-substituted anilines in aqueous environment by gas chromatography

To reduce the detection limits of aniline and its various chloroderivatives (all isomers of mono- and dichloroanilines, 2,4,5 -, 2,4,6-, and 3,4,5-trichloroanilines, pentachloroaniline) in aqueous media we suggested bromination reaction, followed by gas chromatographic definition bromo derivatives of chloroanilines on a selective electron capture detector. To identify the products of bromination of chloroaniline in combination with mass-spectrometric data we used chromatographic retention indices on standard nonpolar polydimethylsiloxane stationary phase that was determined for 50 compounds in this class. The technique of identifying bromoderivatives of chloroaniline in water was developed at the gas-chromatographic analysis in the selective electron capture detector. To improve the reliability of the identification of additional bromoderivatives of chloroanilines we obtained their trifluoroacetyl derivatives.

Effect of structural factors and solvent nature in bromination of anilines

Reaction of electrophilic bromination of aniline containing various ortho, meta, and para substituents in the aromatic ring was studied. The optimal conditions for synthesis of mono-, di-, tri-, and tetrabromo derivatives of aniline and brominated analog of Aniline Black were found.

Oxidative bromination of aniline and its derivatives

Oxidative bromination of aniline and its derivatives containing various substituents (CH3, Cl, NO2, COOH) in ortho, meta, and para positions with a brominating mixture of NaBr (KBr) and 20-22% hydrogen peroxide in 6-8% hydrochloric acid at the molar ratio aniline: NaBr (KBr): H 2O2: HCl = 1: 3.5: 3.2: 4.5 is described.

Regioselectivity of reductive debromination of substituted pentabromobenzenes with sodium tert-butoxide in DMSO

The regioselectivity of reductive debromination of substituted pentabromobenzenes C6Br5X (X = NH2, OMe, Me, H, Cl, F, and NO2) under the action of ButONa in DMSO containing ButOH has been studied. The reaction followed the halophilic mechanism via carbanions.

BROMINATION OF ANILINES BY BENZYLTRIPHENYLPHOSPHONIUM TRIBROMIDE

Anilines and benzyltriphenylphosphonium tribromide in dichloromethane and methanol medium in the presence of sodium bicarbonate react within a few minutes at room temperature to give the corresponding polybromoanilines in good yields.