99799-46-9

Basic information

• Product Name: 4-amino-3-bromo-5-methylbenzonitrile
• Synonyms: 4-amino-3-bromo-5-methylbenzonitrile
• CAS NO: 99799-46-9
• Molecular Weight: 211.061
• Mol File: 99799-46-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-amino-3-bromo-5-methylbenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-amino-3-bromo-5-methylbenzonitrile(99799-46-9)
• EPA Substance Registry System: 4-amino-3-bromo-5-methylbenzonitrile(99799-46-9)

Safety Data

• Hazardous Substances Data: 99799-46-9(Hazardous Substances Data)

Upstream product

• 78881-21-7 4-amino-3-methylbenzonitrile 

Downstream Products

• 1240113-18-1 4-amino-3-methyl-5-(2-trimethylsilylethynyl)benzonitrile 
• 1417826-09-5 methyl 2-({[1-(3-chloropyridin-2-yl)-3-{[5-(trifluoromethyl)-2H-tetrazol-2-yl]methyl}-1H-pyrazol-5-yl]carbonyl}amino)-5-cyano-3-methylbenzoate 
• 15861-23-1 indoline-5-carbonitrile 

Relevant articles and documents

Redox-Neutral Coupling between Two C(sp3)?H Bonds Enabled by 1,4-Palladium Shift for the Synthesis of Fused Heterocycles

The intramolecular coupling of two C(sp3)?H bonds to forge a C(sp3)?C(sp3) bond is enabled by 1,4-Pd shift from a trisubstituted aryl bromide. Contrary to most C(sp3)?C(sp3) cross-dehydrogenative couplings, this reaction operates under redox-neutral conditions, with the C?Br bond acting as an internal oxidant. Furthermore, it allows the coupling between two moderately acidic primary or secondary C?H bonds, which are adjacent to an oxygen or nitrogen atom on one side, and benzylic or adjacent to a carbonyl group on the other side. A variety of valuable fused heterocycles were obtained from easily accessible ortho-bromophenol and aniline precursors. The second C?H bond cleavage was successfully replaced with carbonyl insertion to generate other types of C(sp3)-C(sp3) bonds.