215675-47-1

Basic information

• Product Name: 1-methyl-4,5-diphenyl-1H-imidazole-3-oxide
• Synonyms: 1-methyl-4,5-diphenyl-1H-imidazole-3-oxide
• CAS NO: 215675-47-1
• Molecular Weight: 250.3
• Mol File: 215675-47-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-methyl-4,5-diphenyl-1H-imidazole-3-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-4,5-diphenyl-1H-imidazole-3-oxide(215675-47-1)
• EPA Substance Registry System: 1-methyl-4,5-diphenyl-1H-imidazole-3-oxide(215675-47-1)

Safety Data

• Hazardous Substances Data: 215675-47-1(Hazardous Substances Data)

Upstream product

• 108-74-7 1,3,5-trimethyl-1,3,5-triazacyclohexane 
• 574-15-2 benzilmonoxime 

Downstream Products

• 124-38-9 carbon dioxide 
• 50609-88-6 4,5-diphenyl-1-methyl-1H-imidazole 
• 463-58-1 carbon oxide sulfide 
• 34657-72-2 1-methyl-4,5-diphenyl-2-(phenylamino)imidazole 
• 3653-23-4 1,3-dihydro-1-methyl-4,5-diphenyl-2H-imidazol-2-one 
• 16116-43-1 1-methyl-4,5-diphenyl-1,3-dihydro-imidazole-2-thione 
• 1373719-15-3 ethyl 3-(2,3-dihydro-3-methyl-2-oxo-4,5-diphenyl-1H-imidazol-1-yl)-2-(1-methyl-4,5-diphenyl-1H-imidazol-2-yl)propanoate 
• 1373719-11-9 ethyl 3-hydroxy-2-(1-methyl-4,5-diphenyl-1H-imidazol-2-yl)propanoate 
• 67921-78-2 1-methyl-4,5-diphenyl-1H-imidazole-2-carbonitrile 

Relevant articles and documents

First Examples of Reactions of Azole N-Oxides with Thioketones: A Novel Type of Sulfur-Transfer Reaction

The reactions of 1,4,5-trisubstituted imidazole 3-oxides 1a-k with cyclobutanethiones 5a,b in CHCl3 at room temperature give imidazole-2(3H)-thiones 9a-k in high yield. The second product formed in this reaction is 2,2,4,4-tetramethylcyclobutane-1,3-dione (6a; Scheme 2). Similar reactions occur with 1 and adamantanethione (5c) as thiocarbonyl compound, as well as with 1,2,4-triazole-4-oxide derivative 10 and 5a (Scheme 3). A reaction mechanism by a two-step formation of the formal cycloadduct of type 7 via zwitterion 16 is proposed in Scheme 5. Spontaneous decomposition of 7 yields the products of this novel sulfur-transfer reaction. The starting imidazole 3-oxides are conveniently prepared by heating a mixture of 1,3,5-trisubstituted hexahydro-1,3,5-triazines 3 and α-(hydroxyimino) ketones 2 in EtOH (cf. Scheme 1). As demonstrated in the case of 9d, a 'one-pot' procedure allows the preparation of 9 without isolation of the imidazole 3-oxides 1. The reaction of 1c with thioketene 12 leads to a mixture of four products (Scheme 4). The minor products, 9c and the ketene 15, result from an analogous sulfur-transfer reaction (Path a in Scheme 5), whereas the parent imidazole 14 and thiiranone 13 are the products of an oxygen-transfer reaction (Path b in Scheme 5).