140174-48-7

Basic information

• Product Name: N,N-Dimethyl 4-formyl-1H-imidazole-1-sulfonamide
• Synonyms: 4-Formyl-N,N-dimethyl-1H-imidazole-1-sulfonamide;N,N-Dimethyl 4-formyl-1H-imidazole-1-sulfonamide;1-(N,N-Dimethylsulphamoyl)-1H-imidazole-4-carboxaldehyde97%
• CAS NO: 140174-48-7
• Molecular Formula: C₆H₉N₃O₃S
• Molecular Weight: 203.22
• Product Categories: blocks;Imidazoles;Sulfonamides
• Mol File: 140174-48-7.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N,N-Dimethyl 4-formyl-1H-imidazole-1-sulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethyl 4-formyl-1H-imidazole-1-sulfonamide(140174-48-7)
• EPA Substance Registry System: N,N-Dimethyl 4-formyl-1H-imidazole-1-sulfonamide(140174-48-7)

Safety Data

• Hazardous Substances Data: 140174-48-7(Hazardous Substances Data)

Usage

General Description

N,N-Dimethyl 4-formyl-1H-imidazole-1-sulfonamide is a chemical compound with the molecular formula C8H10N4O3S. It is a sulfonamide derivative that is used in the pharmaceutical industry as a building block for the synthesis of various drugs. N,N-Dimethyl 4-formyl-1H-imidazole-1-sulfonamide is also known for its antimicrobial properties, and it has been studied for its potential use in the treatment of bacterial and fungal infections. Additionally, it has been investigated for its potential as a photochemical probe for studying nucleic acid structure and function. This chemical has a variety of potential applications in the fields of medicine and research, making it an important compound in the study of pharmaceuticals and biochemistry.

Upstream product

• 3034-50-2 4⁽⁵⁾formylimidazole 
• 13360-57-1 dimethylamino sulfonyl chloride 
• 78162-58-0 N,N-dimethyl-1H-imidazole-1-sulfonamide 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 1020818-05-6 5-[((3-[1,3]dioxolan-2-yl-2,4-difluoro-phenyl)-ethyl-amino)-methyl]-imidazole-1-sulfonic acid dimethylamide 
• 1020818-04-5 5-[(3-[1,3]dioxolan-2-yl-2,4-difluoro-phenylamino)-methyl]-imidazole-1-sulfonic acid dimethylamide 

Relevant articles and documents

TIMPZ: An Exquisite Building Block for Metal/Hydrogen Coordination Polymers

The novel polynitrogenated ligand tetra-[4(5)-imidazoyl]pyrazine (TIMPZ, 1) and its pincer complex of FeII are described. This ligand has an outstanding ability to aggregate in 1D-superstructures by means of hydrogen bonding or metal chelation. TIMPZ shows an unprecedented conformational control over the supramolecular assembly. Metal or hydrogen coordination switches the conformation of peripheral rings driving the assembly preferences. For [Fen(TIMPZ)n+1]2n+ complexes, UV/Vis spectroscopy shows a bathochromic shift of the main visible absorption band with higher “n” values. TIMPZ also has hydrogen-bond triggered excited-state intramolecular proton transfer (ESIPT) fluorescence, which is completely inhibited by chelation with transition metals.

Studies toward the total synthesis of nagelamide K

A stereocontrolled strategy toward the synthesis of nagelamide K has been developed. The dimeric imidazole acrylate, diimidazolidenesuccinate, was constructed as a synthetic precursor by a Ni-catalyzed coupling reaction; the microwave-promoted intramolecular aza-Michael addition afforded the imidazo[1,5-a]pyridine core structure of nagelamide K in high stereoselectivity. A detaurine-dediamino analogue of nagelamide K has been prepared.

Functionalization of the Imidazole Backbone by Means of a Tailored and Optimized Oxidative Heck Cross-Coupling

A general and selective Pd-catalyzed cross-coupling of aromatic boronic acids with vinyl-imidazoles is disclosed. Unlike most cross-coupling reactions, this method operates well in absence of bases avoiding the formation of by-products. The reactivity is highly enhanced by the presence of nitrogen-based ligands, in particular bathocuproine. The method involves MnO2 as oxidant for the oxidation Pd (0)→Pd (II), a much weaker oxidant than previously reported in the literature. This allows for the use of reactants that possess a multitude of functional groups. A scope and limitation study involving a series of 24 boronic acids, whereof 18 afforded TMs in yields in the range 41–95%. The disclosed method constitutes the first general method for the oxidative Heck cross-coupling on the imidazole scaffold, which moreover operates with a selection of other heterocycles. (Figure presented.).