75690-78-7

Basic information

• Product Name: N-(2-phenylethyl)thiophene-2-carboxamide
• Synonyms: N-(2-phenylethyl)thiophene-2-carboxamide
• CAS NO: 75690-78-7
• Molecular Weight: 231.318
• Mol File: 75690-78-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: N-(2-phenylethyl)thiophene-2-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-phenylethyl)thiophene-2-carboxamide(75690-78-7)
• EPA Substance Registry System: N-(2-phenylethyl)thiophene-2-carboxamide(75690-78-7)

Safety Data

• Hazardous Substances Data: 75690-78-7(Hazardous Substances Data)

Upstream product

• 5271-67-0 2-Thiophenecarbonyl chloride 
• 1590361-11-7 O-diethylcarbamoyl-N-phenethylhydroxylamine 
• 88372-95-6 thiophen-2-yl(trimethylsilyl)methanone 
• 1590361-20-8 N-tert-butoxycarbonyl-O-diethylcarbamoyl-N-phenethylhydroxylamine 
• 103-63-9 1-phenyl-2-bromoethane 
• 636-72-6 2-thiophenemethanol 
• 82649-27-2 1,3-dioxoisoindolin-2-yl thiophene-2-carboxylate 
• 64-04-0 phenethylamine 
• 100-42-5 styrene 
• 5813-89-8 2-thiophenylcarboxamide 
• 98-03-3 thiophene-2-carbaldehyde 
• 2205-01-8 N-methoxyphenethylamine 
• 527-72-0 2-thiophenylcarboxylic acid 

Downstream Products

• 96460-67-2 5-phenyl-2-(thiophene-2-yl)oxazole 
• 120086-35-3 1-(2-thienyl)-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Chemoselective Amide-Forming Ligation Between Acylsilanes and Hydroxylamines Under Aqueous Conditions

We report the facile amide-forming ligation of acylsilanes with hydroxylamines (ASHA ligation) under aqueous conditions. The ligation is fast, chemoselective, mild, high-yielding and displays excellent functional-group tolerance. Late-stage modifications of an array of marketed drugs, peptides, natural products, and biologically active compounds showcase the robustness and functional-group tolerance of the reaction. The key to the success of the reaction could be the possible formation of the strong Si?O bond via a Brook-type rearrangement. Given its simplicity and efficiency, this ligation has the potential to unfold new applications in the areas of medicinal chemistry and chemical biology.

Base-Mediated Anti-Markovnikov Hydroamidation of Vinyl Arenes with Arylamides

We investigated a base-promoted protocol for the intermolecular anti-Markovnikov hydroamidation of vinyl arenes with arylamides to furnish the arylethylbenzamides with excellent chemo- and regioselectivity. The reaction tolerates an extensive variety of functional groups and has been successfully extended with electronically varied handles, aminobenzamides, electron-rich/electron-deficient heterocyclic amides, and vinyl arenes to afford the hydroamidated products. Excellent chemoselectivity was observed for the amide group over amine. The proposed mechanism and vital role of the solvent was well supported by deuterium labeling studies and control experiments.

Direct oxidative amidation of aldehydes with amines catalyzed by heteropolyanion-based ionic liquids under solvent-free conditions via a dual-catalysis process

A simple and efficient procedure for the synthesis of amides directly from aldehydes and amines catalyzed by heteropolyanion-based ionic liquids under solvent-free conditions has been reported. The practical protocol was found to tolerate a wide range of substrates with different functional groups. Moderate to excellent yields, solvent-free media, and operational simplicity are the main highlights. The proposed dual-catalysis mechanistic pathway was briefly investigated. Furthermore, the heteropolyanion-based ionic liquids were easily reusable for this oxidative amidation.