123827-90-7

Basic information

• Product Name: 2-Propenamide, 3-(4-chlorophenyl)-N,N-diethyl-, (E)-
• CAS NO: 123827-90-7
• Molecular Formula: C13H16ClNO
• Molecular Weight: 237.729
• Mol File: 123827-90-7.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 2-Propenamide, 3-(4-chlorophenyl)-N,N-diethyl-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenamide, 3-(4-chlorophenyl)-N,N-diethyl-, (E)-(123827-90-7)
• EPA Substance Registry System: 2-Propenamide, 3-(4-chlorophenyl)-N,N-diethyl-, (E)-(123827-90-7)

Safety Data

• Hazardous Substances Data: 123827-90-7(Hazardous Substances Data)

Upstream product

• 35086-79-4 cinnamoyl chloride 
• 109-89-7 diethylamine 
• 104-88-1 4-chlorobenzaldehyde 
• 6080-83-7 <(N,N-Diethylcarbamoyl)methylidene>triphenylphosphorane 
• 201230-82-2 carbon monoxide 
• 921-88-0 N,N-diethyldichloroacetamide 
• 519054-04-7 (E)-1-(1H-benzo[d][1,2,3]triazol-1-yl)-3-(4-chlorophenyl)prop-2-en-1-one 
• 2430-01-5 2-bromo-N,N-diethylacetamide 
• 2315-36-8 2-Chloro-N,N-diethylacetamide 

Relevant articles and documents

A new one-pot synthesis of α,β-unsaturated amides

A new one-pot synthesis of α,β-unsaturated amides with high stereoselectivity by the reaction of aldehydes with bromoacetamides promoted by tri-n-butylphosphine and zinc is described.

Electron-Catalyzed Aminocarbonylation: Synthesis of α,β-Unsaturated Amides from Alkenyl Iodides, CO, and Amines

Aminocarbonylation of alkenyl iodides with CO and amines proceeded under heating to produce α,β-unsaturated amides in good yields (23 examples, 71% average yield). This catalyst-free method exhibited good functional-group tolerance, and open a straightforward access to functionalized acrylamides, as illustrated by the synthesis of Ilepcimide. A hybrid radical/ionic mechanism involving chain electron transfer is proposed for this transformation.

Synthesis of α β,-unsaturated amide via phosphonium ylide

A series of ,-unsaturated amides were prepared by the Wittig reaction of N,N-diethylamidemethylenetriphenylphosphorane ylide with aldehydes with moderate to good yields. Copyright Taylor & Francis Group, LLC.

Stereoselective olefination reactions promoted by Rieke manganese

A study of the advantages of using manganese, an inexpensive and nontoxic metal, to perform stereoselective β-elimination reactions and to promote sequential olefination reactions of aldehydes to obtain α,β- unsaturated esters and amides is presented. Various elimination reactions, all of them characterized by occurring with complete stereoselectivity and in high yields, were performed using active manganese (Mn*) as metalating agent. This ability of manganese has been applied to develop a novel and direct synthesis of (E)-α,β-unsaturated esters or amides and (Z)-α,β-unsaturated α-halo esters and α-choroamides through a Mn*-mediated sequential olefination protocol of aldehydes with dichloro esters or amides and trihalo esters or trichloroamides, respectively. Georg Thieme Verlag Stuttgart.