79128-75-9

Basic information

• Product Name: N-(thiophen-3-yl)benzamide
• CAS NO: 79128-75-9
• Molecular Formula: C₁₁H₉NOS
• Molecular Weight: 203.2603
• Mol File: 79128-75-9.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 250.9°C at 760 mmHg
• Flash Point: 105.6°C
• Density: 1.288g/cm³
• Vapor Pressure: 0.0211mmHg at 25°C
• Refractive Index: 1.673
• CAS DataBase Reference: N-(thiophen-3-yl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(thiophen-3-yl)benzamide(79128-75-9)
• EPA Substance Registry System: N-(thiophen-3-yl)benzamide(79128-75-9)

Safety Data

• Hazardous Substances Data: 79128-75-9(Hazardous Substances Data)

Upstream product

• 51460-47-0 3-carbamoylthiophene 
• 79128-70-4 methyl 3-benzoylaminothiophene-2-carboxylate 
• 6165-69-1 Thien-3-ylboronic acid 
• 19226-36-9 3-phenyl-5H-1,4,2-dioxazol-5-one 
• 10486-61-0 3-thienyl iodide 
• 55-21-0 benzamide 
• 17249-80-8 3-chlorothiophene 
• 61650-22-4 N-(pivaloyloxy)benzamide 
• 872-31-1 3-Bromothiophene 
• 822-84-4 3-nitrothiophene 

Downstream Products

• 1397719-09-3 2-phenylthiazolo[3,4-d]thiophene 
• 1397719-06-0 N-(3-thienyl)thiobenzamide 
• 106943-97-9 N-benzyl N-thienyl-3 formamide 
• 106943-98-0 3-(N-benzyl-N-methylamino)thiophen 
• 106943-90-2 N-benzyl N-thienyl-3 amine 

Relevant articles and documents

Visible-Light-Promoted Iron-Catalyzed N-Arylation of Dioxazolones with Arylboronic Acids

A visible-light-promoted and simple iron salt-catalyzed N-arylation was achieved efficiently under external photosensitizer-free conditions. Arylboronic acids and bench-stable dioxazolones were used for this cross-coupling reaction. This reaction features high reactivity, wide substrate scope, good functional group tolerance, simple operation procedure, and mild reaction conditions. Preliminary mechanistic investigations were conducted to support a radical pathway. This method may contribute to shift the paradigm of iron-catalyzed C-N bond construction and nitrene transfer chemistry.

Amidation of Aryl Chlorides Using a Microwave-Assisted, Copper-Catalyzed Concurrent Tandem Catalytic Methodology

A concurrent tandem catalytic (CTC) methodology has been developed for the amidation of aryl chlorides where the aryl chloride is first converted to an aryl iodide via halogen exchange and the aryl iodide is subsequently transformed into the aryl amide. A variety of aryl chlorides were converted to aryl amides in up to 85% isolated yield using 20 mol % CuI, 60 mol % N,N′-cyclohexane-1,2-diamine, 2.2 equiv of K2CO3, and 1.05-1.5 equiv of amide in acetonitrile at 200 °C after 0.75-1 h. The same copper/ligand system served as multifunctional catalyst for both steps of the concurrent catalytic process with iodide present in substoichiometric amounts. Mechanistic studies were consistent with CTC amidation occurring via a nonradical mechanism. Kinetic modeling was conducted to investigate the effect of competitive direct amidation of an aryl chloride or aryl bromide on the formation of product over time during a CTC amidation reaction.

Copper-Catalyzed Coupling Reaction of (Hetero)Aryl Chlorides and Amides

Cu2O/N,N′-bis(thiophen-2-ylmethyl)oxalamide is established to be an effective catalyst system for Goldberg amidation with inferior reactive (hetero)aryl chlorides, which have not been efficiently documented by Cu-catalysis to date. The reaction is well liberalized toward a variety of functionalized (hetero)aryl chlorides and a wide range of aromatic and aliphatic primary amides in good to excellent yields. Furthermore, the arylation of lactams and oxazolidinones is achieved. The present catalytic system also accomplished an intramolecular cross-coupling product.