73387-60-7

Basic information

• Product Name: 1-(4-BROMOPHENYL)-3-(DIMETHYLAMINO)-2-PROPEN-1-ONE
• Synonyms: 1-(4-BROMOPHENYL)-3-(DIMETHYLAMINO)-2-PROPEN-1-ONE;(2E)-1-(4-Bromophenyl)-3-(dimethylamino)prop-2-en-1-one
• CAS NO: 73387-60-7
• Molecular Formula: C₁₁H₁₂BrNO
• Molecular Weight: 254.12
• Mol File: 73387-60-7.mol
• Article Data: 64

Chemical Properties

• Melting Point: 80-82℃
• Appearance: /
• CAS DataBase Reference: 1-(4-BROMOPHENYL)-3-(DIMETHYLAMINO)-2-PROPEN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-BROMOPHENYL)-3-(DIMETHYLAMINO)-2-PROPEN-1-ONE(73387-60-7)
• EPA Substance Registry System: 1-(4-BROMOPHENYL)-3-(DIMETHYLAMINO)-2-PROPEN-1-ONE(73387-60-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 73387-60-7(Hazardous Substances Data)

Usage

General Description

1-(4-Bromophenyl)-3-(dimethylamino)-2-propen-1-one, also known as 4-Bromo-3-(N,N-dimethylamino)cinnamaldehyde, is an organic compound with a molecular formula C13H14BrNO. It is a yellow solid with a strong odor and is commonly used as a reagent in organic synthesis and as a building block for the preparation of various biologically active compounds. Its functional groups, such as the bromine atom and the dimethylamino group, make it useful in a variety of chemical reactions, including nucleophilic addition and enamine formations. 1-(4-BROMOPHENYL)-3-(DIMETHYLAMINO)-2-PROPEN-1-ONE has also been studied for its potential pharmaceutical applications, including its anti-inflammatory and anti-cancer properties.

Upstream product

• 99-90-1 para-bromoacetophenone 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 20353-93-9 <3-(dimethylamino)-2-azaprop-2-en-1-ylidene> dimethylammonium chloride 
• 68-12-2 N,N-dimethyl-formamide 
• 20353-93-9 Gold's reagent 

Downstream Products

• 73387-52-7 5-(4-bromophenyl)-1-methyl-1H-pyrazole 
• 1186334-40-6 7-(6-bromopyridin-3-yl)-3-(4-chloro-3-methoxyphenyl)-2-pyridin-4-ylpyrazolo[1,5-a]pyrimidine 
• 1186334-52-0 7-(4-bromo-phenyl)-3-(3-methoxy-phenyl)-2-pyridin-4-yl-pyrazolo[1,5-a]pyrimidine 
• 1186334-57-5 7-(4-bromophenyl)-2-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine 
• 1446319-35-2 (Z)-3-(4-acetylphenylamino)-1-(4-bromophenyl)prop-2-en-1-one 
• 160290-40-4 7-(4-bromophenyl)-1,2,4-triazolo<1,5-a>pyrimidine 
• 1613412-30-8 2-[5-(4-bromophenyl)-1H-pyrazol-1-yl]pyridine-4-carbonitrile 
• 1613410-32-4 2-[5-(4-bromophenyl)-1H-pyrazol-1-yl]pyridine-4-carboxylic acid 
• 1416314-59-4 (S)-N-((3-(3-fluoro-4-(5-(4-bromophenyl)-1H-pyrazol-1-yl)phenyl)-2-oxooxazolidin-5-yl)methyl)acetamide 
• 33064-22-1 5-(4-bromophenyl)-1-phenyl-1H-pyrazole 
• 53975-33-0 4-(4-bromophenyl)pyrimidine 

Relevant articles and documents

Novel 2-methyl-6-arylpyridines carrying active pharmacophore 4,5-dihydro 2-pyrazolines: synthesis, antidepressant, and anti-tuberculosis evaluation

As part of the effort to develop new hybrid molecules for the treatment of depression and tuberculosis, a new series of novel 6-aryl-2-methyl-3-(5-aryl-4,5-dihydro-1H-pyrazol-3yl)pyridines 5a–l were synthesized. These compounds were screened for in vivo a

DDQ-mediated oxidative coupling reaction of N,N-dimethyl enaminones with cycloheptatriene

An efficient 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-mediated oxidative coupling reaction of N,N-dimethyl enaminones with cycloheptatriene is developed. It provides a variety of α-alkenylated 1,3-dicarbonyl compounds in moderate to good yields under mild conditions.

An expedient synthesis of highly functionalized 1,3-dienes by employing cyclopropenes asC4units

An efficient method has been described to synthesize dicarbonyl functionalized 1,3-dienes by cleaving the CC bond of enaminones with cyclopropenes in the presence of a rhodium catalyst. The acetate-substituted cyclopropenes are judiciously chosen as standardC4units of 1,3-diene precursors. The reactions are believed to undergo a unique cutting and insertion process, involving a CC bond cleavage of the enaminone and insertion of a newC(sp2) source with the formation of two C-C single bonds. A broad range of substrates can be used to synthesize the corresponding 1,3-dienes under very mild reaction conditions, including low catalyst-loading, ambient temperature, and a neutral reaction solvent.