6846-13-5

Basic information

• Product Name: 2-Thiophenecarboxamide, N-phenyl-
• CAS NO: 6846-13-5
• Molecular Formula: C11H9NOS
• Molecular Weight: 203.265
• Mol File: 6846-13-5.mol
• Article Data: 52

Chemical Properties

• CAS DataBase Reference: 2-Thiophenecarboxamide, N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thiophenecarboxamide, N-phenyl-(6846-13-5)
• EPA Substance Registry System: 2-Thiophenecarboxamide, N-phenyl-(6846-13-5)

Safety Data

• Hazardous Substances Data: 6846-13-5(Hazardous Substances Data)

Upstream product

• 188290-36-0 thiophene 
• 103-71-9 phenyl isocyanate 
• 5271-67-0 2-Thiophenecarbonyl chloride 
• 62-53-3 aniline 
• 2046-39-1 2-thiophenecarbonyl azide 
• 53252-10-1 phenyl(thiophen-2-yl)methanone oxime 
• 3437-95-4 2-Iodothiophene 
• 135-00-2 2-Benzoylthiophene 
• 76-03-9 trichloroacetic acid 
• 5813-89-8 2-thiophenylcarboxamide 
• 591-50-4 iodobenzene 
• 98-03-3 thiophene-2-carbaldehyde 
• 5378-52-9 phenyl-1H-tetrazole 
• 103-84-4 Acetanilid 

Downstream Products

• 111753-01-6 N-phenylthiophene-2-carbonimidoyl chloride 
• 20851-07-4 2,3,5-triphenylthiophene 
• 437606-43-4 N-(3,5-diphenyl-2-thenoyl)aniline 
• 3328-86-7 2,4-diphenylthiophene 
• 2404-87-7 3-phenylthiophene 
• 76270-13-8 N-phenylthiophene-2-carbothioamide 
• 1189260-03-4 1-phenyl-5-(thiophen-2-yl)-1H-tetrazole 
• 20364-68-5 (4-phenyl-2-(thiophen-2-yl)quinoline) 
• 20364-72-1 3,4-diphenyl-2-(thiophen-2-yl)quinoline 
• 887236-81-9 C₁₆H₁₇NSSi 
• 1404192-01-3 4,5,6-triphenylthieno[2,3-c]pyridin-7(6H)-one 

Relevant articles and documents

Beckmann rearrangement of ketoximes promoted by cyanuric chloride and dimethyl sulfoxide under a mild condition

Synthesis of amides via Beckmann rearrangement of ketoximes promoted by cyanuric chloride (TCT)/DMSO under mild conditions has been reported. Conditions of the Beckmann rearrangement, e.g., solvents, the ratios of TCT/DMSO, and the temperature, were investigated using diphenylmethanone oxime as a substrate. The optimized conditions were adopted to afford fourteen amides with yields ranging from 20% to 99%. A plausible mechanism involving an active dimethyl alkoxysulfonium intermediate was proposed according to the mass spectrometry analysis. To our best knowledge, this is the first case of study on Beckmann rearrangement of ketoximes promoted by TCT/DMSO under a mild condition to afford amides efficiently.

Chromium-catalyzed ligand-free amidation of esters with anilines

Amides are important structural motifs in pharmaceutical and agrochemical chemistry because of the intriguing biological active properties. We report here the amidation of commercially available esters with anilines that was promoted by low-cost and air-stable chromium(III) pre-catalyst combined with magnesium, providing access to amides. This reaction occurs without the use of external ligands in a simple operation. Mechanistic studies indicate that a reactive aminated Cr species responsible for the amidation can be considered, which may be formed by reaction of low-valent Cr with aniline followed by reduction with hydrogen evolution.

An Environmentally Benign, Catalyst-Free N?C Bond Cleavage/Formation of Primary, Secondary, and Tertiary Unactivated Amides

Herein, we report an operationally simple, cheap, and catalyst-free method for the transamidation of a diverse range of unactivated amides furnishing the desired products in excellent yields. This protocol is environmentally friendly and operates under extremely mild conditions without using any promoter or additives. Significantly, this strategy has been implied in the chemoselective synthesis of a pharmaceutical molecule, paracetamol, on a gram-scale with excellent yield. We anticipate that this universally applicable strategy will be of great interest in drug discovery, biochemistry, and organic synthesis.