952340-28-2

Basic information

• Product Name: (E)-3-(2-bromophenyl)-N,N-dimethyl-2-propenamide
• Synonyms: (E)-3-(2-bromophenyl)-N,N-dimethyl-2-propenamide
• CAS NO: 952340-28-2
• Molecular Weight: 254.126
• Mol File: 952340-28-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (E)-3-(2-bromophenyl)-N,N-dimethyl-2-propenamide(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-(2-bromophenyl)-N,N-dimethyl-2-propenamide(952340-28-2)
• EPA Substance Registry System: (E)-3-(2-bromophenyl)-N,N-dimethyl-2-propenamide(952340-28-2)

Safety Data

• Hazardous Substances Data: 952340-28-2(Hazardous Substances Data)

Upstream product

• 2680-03-7 N,N-Dimethylacrylamide 
• 583-55-1 1-Bromo-2-iodobenzene 
• 127-19-5 N,N-dimethyl acetamide 
• 6630-33-7 ortho-bromobenzaldehyde 
• 18982-54-2 o-bromobenzyl alcohol 
• 137-26-8 Thiram 
• 7345-79-1 2-bromocinnamic acid 

Downstream Products

• 5855-57-2 4-phenyl-2-quinolinone 

Relevant articles and documents

Synthesis of Cinnamides via Amidation Reaction of Cinnamic Acids with Tetraalkylthiuram Disulfides Under Simple Condition

A facile and efficient methodology for the synthesis of cinnamides has been achieved under metal- and additive-free conditions. This method allows the efficient C–N cross-coupling of diverse cinnamic acids with tetraalkylthiuram disulfides through a simply mixing operation in 1,2-dichloroethane at 100 °C. The protocol provides a direct approach to cinnamides and is featured with readily available starting materials and broad substrate scope, which shows its practical synthetic value in organic synthesis.

Visible-light-promoted oxidation/condensation of benzyl alcohols with dialkylacetamides to cinnamides

Oxidative cross-coupling reactions of benzyl alcohols with N,N-dialkylacetamides were developed only employing oxygen as the terminal oxidant, efficiently providing a new, novel protocol for the construction of multifunctionalized cinnamides with the synergistic effects of KOH, organic photocatalyst eosin Y, and visible light irradiation at room temperature. A broad substrate scope and mild reaction conditions are the prominent features of this transformation.

The Heck reaction of β-arylacrylamides: An approach to 4-aryl-2-quinolones

The Heck reaction of β-arylacrylamides with aryl iodides afforded the corresponding vinylic substitution products usually in high yields. The nature of β-substituents, aryl iodides and substituents at the nitrogen atom influences the stereochemical outcome. N,N-Dimethyl-β-arylacrylamides gave vinylic substitution products with higher stereoselectivity than the corresponding N-unsubstituted β-arylacrylamides. β-Arylacrylamides containing ortho-substituents led to the formation of only one stereoisomer. The procedure was used to prepare 4-aryl-2-quinolones from β-(obromophenyl) acrylamide through a sequential Heck reaction and copper-catalyzed cyclization process. Georg Thieme Verlag Stuttgart.