1088-26-2

Basic information

• Product Name: 1-(4-methoxyphenyl)-2-phenyl-4,5-dihydro-1H-imidazole
• Synonyms: 1-(4-methoxyphenyl)-2-phenyl-4,5-dihydro-1H-imidazole
• CAS NO: 1088-26-2
• Molecular Weight: 252.316
• Mol File: 1088-26-2.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1-(4-methoxyphenyl)-2-phenyl-4,5-dihydro-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methoxyphenyl)-2-phenyl-4,5-dihydro-1H-imidazole(1088-26-2)
• EPA Substance Registry System: 1-(4-methoxyphenyl)-2-phenyl-4,5-dihydro-1H-imidazole(1088-26-2)

Safety Data

• Hazardous Substances Data: 1088-26-2(Hazardous Substances Data)

Upstream product

• 24455-93-4 N-(4-methoxyphenyl)ethane-1,2-diamine 
• 100-52-7 benzaldehyde 
• 614-21-1 2-nitroacetophenone 
• 622-42-4 1-nitro-1-phenylmethane 
• 26385-07-9 N-(2-chloro-ethyl)-benzamide 
• 98-88-4 benzoyl chloride 
• 104-94-9 4-methoxy-aniline 
• 936-49-2 2-phenyl-2-imidazoline 
• 696-62-8 para-iodoanisole 
• 670-96-2 2-Phenylimidazole 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 18838-10-3 N-(2-hydroxyethyl)-benzamide 
• 116708-55-5 3-(4-Methoxy-phenyl)-1-methyl-2-phenyl-4,5-dihydro-3H-imidazol-1-ium; iodide 

Downstream Products

• 937742-91-1 [(CH₃C(O)CHC(O)CH₃)Pt(C₆H₄CN(C₆H₄OCH₃)CH₂CH₂N)] 
• 116708-55-5 3-(4-Methoxy-phenyl)-1-methyl-2-phenyl-4,5-dihydro-3H-imidazol-1-ium; iodide 

Relevant articles and documents

Assembly of 1,2,3,4-Tetrahydropyrrolo[1,2- a]pyrazines via the Domino Reaction of 2-Imidazolines and Terminal Electron-Deficient Alkynes

The transformation of 2-imidazolines into 1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazines has been realized. A pseudo-three-component reaction of 2-imidazolines with terminal electron-deficient alkynes (2 equiv) first generates imidazolidines, containing an N-vinylpropargylamine fragment. The latter can then undergo a base-catalyzed domino aza-Claisen rearrangement/cyclization reaction sequence, simultaneously constructing pyrrole and pyrazine rings. The process works in a broad substrate scope, delivering pyrrolo[1,2-a]pyrazines in good to excellent yields (45-90%). This two-step approach can be carried out in a one-pot fashion without a noticeable decrease in yield. Remarkably, a three-component protocol for the introduction of two different alkynes has been also developed.

Electrophilically activated nitroalkanes in reaction with aliphatic diamines en route to imidazolines

A novel synthetic methodology for the assembly of imidazolines via an unusual reaction between nitroalkanes and aliphatic 1,2-diamines in the presence of phosphorous acid is described. In contrast to the related highly efficient preparation of benzimidazoles from aromatic amines, this process represents a major synthetic challenge and for a long time was elusive. Analysis of the method limitations is provided.

Copper-catalyzed N -arylation of 2-imidazolines with aryl iodides

The first copper-catalyzed N-arylation of 2-imidazolines is described. The reaction affords compounds with desirable lead-like characteristics in high yield with practical simplicity under inexpensive, ligand-free conditions. The cross coupling was successful with electron-rich and electron-poor aromatic iodides. Substrates bearing halides, esters, nitriles, and free hydroxyls are well tolerated, providing reactive handles for further functionalization, as are pyridines. In addition, the regioselective N-arylation of a 4-substituted imidazoline is reported.