ChemicalBook CAS DataBase List 2,4,5-Triphenylimidazole

2,4,5-Triphenylimidazole synthesis

13synthesis methods

Product Name:2,4,5-Triphenylimidazole
CAS Number:484-47-9
Molecular formula:C21H16N2
Molecular Weight:296.37

2,4,5-triphenylimidazole was synthesized by reaction between ammonia, benzaldehyde and benzoin: Benzoin (1) ( 5 g, 0.023 M) was reacted with benzaldehyde (5 mL, 0.05 mol) (2) in presence of ammonia (3) and refluxed for 4 h and the resulting mixture was cooled, filtered to get 2,4,5-triphenylimidazole (4).
Synthesis of 2,4,5-Triphenylimidazoles Novel Mannich Bases as Potential Antiinflammatory and Analgesic Agents
DOI: 10.3923/crc.2012.99.109

501-65-5
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$16.00/5g

100-51-6 Synthesis

100-51-6
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$5.00/100g

484-47-9
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$13.00/1g

Yield:484-47-9 86%

Reaction Conditions:

Stage #1:diphenyl acetylene;benzyl alcohol with iodine;dimethyl sulfoxide at 130; for 24 h;Green chemistry;
Stage #2: with ammonium acetate in ethanol at 100; for 2 h;Green chemistry;Solvent;

Steps:

4.1 General procedure for the synthesis 2,4,5-trisubstituted imidazoles (3)
General procedure: Alkyne (0.5 mmol, 1 equiv.), primary alcohol (0.5 mmol, 1 equiv.), I₂ (1 mmol, 253.8 mg, 2 equiv.) and DMSO (2 mL) were mixed in a round bottom flask and heated at 130 °C for 24 h. Thereafter, ammonium acetate (5 mmol, 385.4 mg, 10 equiv.) and EtOH (2 mL) was added to the mixture and heated at 100 °C for 2 h. After cooling, a solution of 1% Na₂S₂O₃ was added dropwise to the mixture to form a precipitate which was filtered and dried. The crude product was recrystallized from EtOH to afford spectroscopically pure imidazole 3.

References:

Jeena, Vineet;Naidoo, Shivani [Tetrahedron,2020] Location in patent:supporting information

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100-52-7 Synthesis