13141-39-4

Basic information

• Product Name: N-<2-(2-Phenylethynyl)phenyl>methanamide
• Synonyms: N-<2-(2-Phenylethynyl)phenyl>methanamide
• CAS NO: 13141-39-4
• Molecular Weight: 221.258
• Mol File: 13141-39-4.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: N-<2-(2-Phenylethynyl)phenyl>methanamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-<2-(2-Phenylethynyl)phenyl>methanamide(13141-39-4)
• EPA Substance Registry System: N-<2-(2-Phenylethynyl)phenyl>methanamide(13141-39-4)

Safety Data

• Hazardous Substances Data: 13141-39-4(Hazardous Substances Data)

Upstream product

• 123-91-1 1,4-dioxane 
• 13141-38-3 2-phenylethynylaniline 
• 536-74-3 phenylacetylene 
• 615-43-0 2-iodophenylamine 
• 2258-42-6 formyl acetic anhydride 
• 10113-39-0 N-formyl-2-iodoaniline 

Downstream Products

• 948-65-2 2-phenyl-indole 
• 247222-84-0 2-(2-phenylethynyl)phenyl isocyanide 
• 1666-96-2 3-phenylquinoline 
• 16886-10-5 3-benzyl-1H-indole 
• 2859-30-5 2-chloro-3-phenyl-quinoline 
• 26862-65-7 phenyl (2-phenyl-1H-indol-3-yl)methanone 
• 1198464-11-7 (2-(4-methoxyphenyl)-1H-indol-3-yl)(phenyl)methanone 
• 1445952-35-1 phenyl(2-(p-tolyl)-1H-indol-3-yl)methanone 
• 1179538-82-9 (2-(4-chlorophenyl)-1H-indol-3-yl)(phenyl)methanone 
• 1445952-36-2 phenyl(2-(4-(trifluoromethyl)phenyl)-1H-indol-3-yl)methanone 
• 1445952-37-3 methyl 4-(3-benzoyl-1H-indol-2-yl)benzoate 
• 1198464-10-6 4-(3-benzoyl-1H-indol-2-yl)benzonitrile 
• 1445952-38-4 phenyl(2-(m-tolyl)-1H-indol-3-yl)methanone 
• 1215004-66-2 phenyl(2-(2-tolyl)-1H-indol-3-yl)methanone 

Relevant articles and documents

Alkanethiol-Mediated Cyclization of o-Alkynylisocyanobenzenes: Synthesis of Bis-Thiolated Indole Derivatives

Reactions of o-alkynylisocyanobenzenes with a variety of alkanethiols (Alk-SH) provide the corresponding bis-thiolated indole derivatives. The advantages of the reaction include metal-free, room-temperature, mild reaction conditions and broad functional group compatibility. The reaction proceeds via nucleophilic addition of an alkanethiol to an isonitrile moiety, 5-exo cyclization, followed by nucleophilic addition of an alkanethiol to a 3-alkylidene indole intermediate. Density functional calculations on the electronic structures and relative free energies of 5-exo and 6-endo cyclization pathways support that the 5-exo cyclization is preferable.

Azide-Triggered Bicyclization of o-Alkynylisocyanobenzenes: Synthesis of Tetrazolo[1,5-a]quinolines

An efficient and rapid synthetic approach for the synthesis of tetrazolo[1,5-a]quinolines has been developed employing the reaction of o-alkynylisocyanobenzenes with sodium azide. The present strategy involved nucleophilic addition of azide to isocyanide followed by 6-endo cyclization. The reaction gives access to a collection of tetrazolo[1,5-a]quinolines with broad functional group in moderate to high yields under metal-, and base-free conditions.

Sulfinates and thiocyanates triggered 6-endo cyclization of o-alkynylisocyanobenzenes

Diverse 2-sulfonyl- and 2-thiocyanato-3-substituted quinolines were synthesized from o-alkynylisocyanobenzenes by nucleophilic addition of the respective sulfinate sodium salts and ammonium thiocyanate to the isocyanide moiety followed by cyclization. The salient features of the methodology include metal-free, ambient temperature and mild reaction conditions, ease of reagent handling, and broad functional group tolerance.