71512-20-4

Basic information

• Product Name: 2-(4-chlorophenyl)-N-phenylacetamide
• Synonyms: 4-Chloro-N-phenylbenzeneacetamide;2-(4-chlorophenyl)-N-phenylacetamide
• CAS NO: 71512-20-4
• Molecular Formula: C₁₄H₁₂ClNO
• Molecular Weight: 245.7
• Mol File: 71512-20-4.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-chlorophenyl)-N-phenylacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-chlorophenyl)-N-phenylacetamide(71512-20-4)
• EPA Substance Registry System: 2-(4-chlorophenyl)-N-phenylacetamide(71512-20-4)

Safety Data

• Hazardous Substances Data: 71512-20-4(Hazardous Substances Data)

Upstream product

• 1878-66-6 4-chlorophenylacetic Acid 
• 62-53-3 aniline 
• 201230-82-2 carbon monoxide 
• 106-43-4 para-chlorotoluene 
• 15184-98-2 N,N-dimethyl-4-chlorobenzylamine 
• 33984-97-3 cis-2,3-epoxy-3-(4-chlorophenyl)propanenitrile 
• 19350-69-7 4-chlorobenzaldehyde p-toluenesulfonylhydrazone 
• 74-11-3 para-chlorobenzoic acid 
• 103-71-9 phenyl isocyanate 
• 874-72-6 4-chlorobenzylmagnesium chloride 

Downstream Products

• 1268021-55-1 2-(4-chlorophenyl)-2-oxo-N-phenylacetamide 
• 110487-12-2 {2-[3-(4-Chloro-phenyl)-quinolin-2-ylsulfanyl]-ethyl}-dimethyl-amine 
• 85274-81-3 2-chloro-3-(4-chlorophenyl)quinoline 

Relevant articles and documents

BF3·OEt2-promoted tandem Meinwald rearrangement and nucleophilic substitution of oxiranecarbonitriles

Tandem Meinwald rearrangement and nucleophilic substitution of oxiranenitriles was realized. Arylacetic acid derivatives were readily synthesized from 3-aryloxirane-2-carbonitriles with amines, alcohols, or water in the presence of boron trifluoride under microwave irradiation, and the designed synthetic strategy includes introducing a cyano leaving group into arylepoxides and capturing the in situ generated toxic cyanide with boron trifluoride, making the reaction efficient, safe, and environmentally benign. The reaction occurs through an acid-promoted Meinwald rearrangement, producing arylacetyl cyanides, followed by an addition-elimination process with nitrogen or oxygen-containing nucleophilic amines, alcohols or water. The current method provides a new application of the tandem Meinwald rearrangement.

[Co(MeTAA)] Metalloradical Catalytic Route to Ketenes via Carbonylation of Carbene Radicals

An efficient synthetic strategy towards beta-lactams, amides, and esters involving “in situ” generation of ketenes and subsequent trapping with nucleophiles is presented. Carbonylation of carbene radical intermediates using the cheap and highly active cobalt(II) tetramethyltetraaza[14]annulene catalyst [Co(MeTAA)] provides a convenient one-pot synthetic protocol towards substituted ketenes. N-tosylhydrazones are used as carbene precursors, thereby bridging the gap between aldehydes and ketenes. Activation of these carbene precursors by the metalloradical cobalt(II) catalyst affords CoIII-carbene radicals, which subsequently react with carbon monoxide to form ketenes. In the presence of a nucleophile (imine, alcohol, or amine) in the reaction medium the ketene is immediately trapped, resulting in the desired products in a one-pot synthetic protocol. The β-lactams formed upon reaction with imines are produced in a highly trans-selective manner.

Carbene radicals in cobalt(II)-porphyrin-catalysed carbene carbonylation reactions; A catalytic approach to ketenes

One-pot radicals: Cobalt(III)-carbene radicals, generated by metallo-radical activation of diazo compounds and N-tosylhydrazone sodium salts with cobalt(II) complexes of porphyrins, readily undergo radical addition to carbon monoxide, allowing the catalytic production of ketenes. These ketenes subsequently react with various amines, alcohols and imines in one-pot tandem transformations to produce differently substituted amides, esters and β-lactams in good isolated yields. Copyright