52393-67-6

Basic information

• Product Name: 2-Propenamide, N,3-diphenyl-, (Z)-
• Synonyms: (Z)-3,N-Diphenyl-acrylamide;cis-Zimtsaeureanilid
• CAS NO: 52393-67-6
• Molecular Formula: C15H13NO
• Molecular Weight: 223.274
• Mol File: 52393-67-6.mol
• Article Data: 65

Chemical Properties

• CAS DataBase Reference: 2-Propenamide, N,3-diphenyl-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenamide, N,3-diphenyl-, (Z)-(52393-67-6)
• EPA Substance Registry System: 2-Propenamide, N,3-diphenyl-, (Z)-(52393-67-6)

Safety Data

• Hazardous Substances Data: 52393-67-6(Hazardous Substances Data)

Upstream product

• 102-92-1 cinnamoyl chloride 
• 62-53-3 aniline 
• 4198-15-6 3-hydroxy-N,3-diphenylpropanamide 
• 29834-36-4 trans-3-bromo-1,4-diphenylazetidin-2-one 
• 100-42-5 styrene 
• 201230-82-2 carbon monoxide 
• 103-71-9 phenyl isocyanate 
• 76128-84-2 Thiozimtsaeureanilid 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 60299-77-6 cinnamoyl cyanide 
• 621-82-9 Cinnamic acid 
• 538-56-7 cinnamic acid anhydride 
• 6502-38-1 chalcone oxime 
• 103-36-6 ethyl 3-phenyl-2-propenoate 

Downstream Products

• 14371-10-9 (E)-3-phenylpropenal 
• 3271-81-6 hydrocinnamanilide 
• 93500-91-5 α,β-dibromohydrocinnamanilide 
• 1020478-99-2 N-phenyl-cinnamimidoyl chloride 
• 1139588-27-4 N,5-diphenyl-4,5-dihydroisoxazol-3-amine 
• 23772-61-4 (Z)-3-benzylideneindolin-2-one 
• 23782-37-8 (3E)-3-benzylidene-1,3-dihydro-2H-indol-2-one 
• 1738-99-4 N-(3-phenylpropyl)aniline 
• 16619-19-5 N-morpholinocinnamide 
• 4888-33-9 4-phenyl-3,4-dihydro-1H-quinolin-2-one 
• 51527-49-2 3-(4-methoxyphenyl)-3-phenylpropanoic acid N-phenylamide 

Relevant articles and documents

Chlorination Reaction of Aromatic Compounds and Unsaturated Carbon-Carbon Bonds with Chlorine on Demand

Chlorination with chlorine is straightforward, highly reactive, and versatile, but it has significant limitations. In this Letter, we introduce a protocol that could combine the efficiency of electrochemical transformation and the high reactivity of chlorine. By utilizing Cl3CCN as the chloride source, donating up to all three chloride atom, the reaction could generate and consume the chlorine in situ on demand to achieve the chlorination of aromatic compounds and electrodeficient alkenes.

Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides

Herein we report a Ni-catalyzed reductive transamidation of conveniently available N-acyl benzotriazoles with alkyl, alkenyl, and aryl nitro compounds, which afforded various amides with good yields and a broad substrate scope. The same catalytic reaction conditions were also applicable for N-sulfonyl benzotriazoles, which could undergo smooth reductive coupling with nitroarenes and nitroalkanes to afford the corresponding sulfonamides.

Tungsten-Catalyzed Transamidation of Tertiary Alkyl Amides

Transamidation has recently emerged as a straightforward and convenient means to diversify amides. However, the kinetically and thermodynamically demanding transamidation of notoriously robust, fully alkyl-substituted tertiary amides still remains a longstanding challenge. Here, we describe a method for the activation of tertiary alkyl amides to streamline transamidation using simple tungsten(VI) chloride as a catalyst and chlorotrimethylsilane as an additive. The highly electrophilic and oxophilic tungsten catalyst enables the selective scission of a C-N bond of tertiary alkyl amides to effect transamidation of a myriad of structurally and electronically diverse tertiary alkyl amides and amines. Mechanistic study implies that the synergistic effect of the catalyst and the additive could pronouncedly induce the nucleophilic acyl substitution of tertiary alkyl amide with amine to realize transamidation.