53867-81-5

Usage

Functional group

Dibromomethyl (two bromine atoms attached to a methyl group)

Potential applications

Organic synthesis, chemical research, production of pharmaceuticals and agrochemicals

Usage

Reagent, building block in synthesis of heterocyclic compounds, precursor for complex organic molecules

Hazards

Potential toxicity and hazardous nature, requires careful handling.

InChI:InChI=1/C10H7Br2N/c11-10(12)9-6-5-7-3-1-2-4-8(7)13-9/h1-6,10H

Upstream product

• 91-63-4 2-methylquinoline 
• 91850-85-0 <1,2,3>triazolo<1,5-a>quinoline-3-carboxylic acid 
• 91850-86-1 3-(N,N-diethylcarbamoyl)<1,2,3>triazolo<1,5-a>quinoline 
• 235-21-2 [1,2,3]triazalo[3,5-α]quinolone 
• 613-53-6 2-tribromomethyl-quinoline 

Downstream Products

• 88023-05-6 2-[2]quinolylmethyl-acetoacetic acid ethyl ester 
• 39111-94-9 3-(quinoline-2-yl)propanoic acid 
• 1613-34-9 2-ethylquinoline 
• 36680-23-6 1,1-cyclohexyliden-2-(2-quinolyl)ethylene 
• 5470-96-2 quinoline 2-carbaldehyde 

Relevant academic research and scientific papers

Copper(II) catalyzed heterobenzylic C(sp3)-H activation: Two efficient halogenation methodologies towards heterobenzyl halides

Two practical and simple synthetic methodologies towards various heterobenzyl halides were developed. A series of 2-halomethylquinolines were readily prepared by the one-pot reaction of 2-methylquinolines with CuX (X = I, Br, Cl) and TBHP in CH3CN. A large variety of heterobenzyl iodides, including 2-iodomethylquinolines, 2-iodomethylquinoxalines, 2-iodiomethylbenzooxazole, and 2-iodiomethylbenzothiazole, were efficiently synthesized by one-pot reaction of 2-methylheterocycles with iodine in the presence of CuSO4·5H2O in CH3CN.

Synthesis of quinoline coupled [1,2,3]-triazoles as a promising class of anti-tuberculosis agents

A series of quinoline coupled 1,2,3-triazoles compounds have been synthesized by 'click chemistry' from azidomethyl quinoline with different alkynes. The efficiency and fidelity of the Cu(I)-catalyzed azide-alkyne reaction are substantiated by good yields and exclusive formation of the expected 1,4-disubstituted triazole product. All the synthesized compounds were screened for anti-tubercular activity against Mycobacterium tuberculosis H37Rv by luciferase reporter phage (LRP) assay. Quinoline coupled triazole sugar hybrid, 20 is the most potent compound in the series with 76.41% and 78.37% reduction calculated based on percentage reduction in Relative Light Units at 5 and 25 μg/mL, respectively.

Iron-catalyzed coupling reaction between 1,1-dichloro-1-alkenes and Grignard reagents

This letter reports the coupling reaction of Grignard reagents with 1,1-dichloro-1-alkenes in the presence of the environmentally friendly iron(III) catalyst. This non-toxic procedure is general and provides the di-coupled products as the major compounds. The scope and limitations of this new reaction are described.