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Synthesis of triphenyl imidazole

This document summarizes the laboratory synthesis of triphenyl imidazole. It begins by stating the aim of synthesizing 2,4,5 triphenyl imidazole using benzil, ammonium acetate, benzaldehyde, and glacial acetic acid via the Debus-Radziszewski reaction. It then provides details on the synthesis of benzil as a starting material and the reaction mechanism. The procedure describes heating the reactants at 100°C for 3-4 hours to form an orange solution, cooling, neutralizing with ammonium hydroxide, and filtering and drying the precipitated triphenyl imidazole product.

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Laboratory synthesis of triphenyl imidazole Presented by Vaibhav Namdev (Y18150167) Submitted to Dr. Ramkishor Agrawal DEPARTMENT OF PHARMACEUTICAL SCIENCES DR. HARISINGH GOUR VISHWAVIDYALAYA SAGAR MP A CENTRAL UNIVERSITY
Synthesis of triphenyl imidazole Aim :- Synthesis of 2,4,5 triphenyl imidazole. Chemical:- benzil,ammonium acetate,benzaldehyde, glacial acetic acid. Principle :- triphenyl imidazole prepared by debus radziszewski imidazole reaction used to synthesis of imidazole from dicarbonyl,an aldehyde and ammonia.
Synthesis of benzil Synthesis of benzil Reference Brian s.”vogal practical chemistry pg 1045
Synthesis of benzil Machnism of benzil synthesis
Procedure for synthesis of benzil ● 20 g of benzoin and 100 ml of concentrated nitric acid are taken in a round bottomed flask. ● heated on a boiling water bath for about 1.5 hour with occasional shaking until the evolution of oxides of nitrogen ceases. ● The content is poured into 300 - 400 ml ice cold water with shaking. ● Then the product is filtered with suction and washed with cold water. ● It is recrystallized from ethanol, taking 2.5 ml per gram. ● For identification m.p. of benzil 94-96 °C.
Triphenyl imidazole
Synthesis reaction of triphenyl imidazole
Machnism of reaction
Machnism of reaction
Procedure ● Firstly take a 1 gm of benzil,1 gm of ammonium acetate transferred in a round bottom flask. ● Now add a 2 ml of glacial acetic acid and 2 ml of benzaldehyde in round bottom flask. ● Set up a reflux assembly on water bath for heating and set the reaction mixture for heating at 100’c temperature.
Procedure ● Observe the reaction mixture while heating after a 3 to 4 hours reaction is completed. ● Completion of reaction indicates dark orange colour of reaction mixture. ● Now allow reaction mixture to stand at room temperature for cooling. ● Now add 150 of water. ● Now add 2 ml of ammonium hydroxide solution to nutrilize the acid with continue stirring. ● Filter out the precipitate and dry at room temperature.
Identification of triphenyl imidazole Colour :- yellowish white Melting point: :274-278 °C(lit.) Boiling point: :427.96°C (rough estimated) Solubility :Soluble in methanol. Insoluble in water. λmax :300nm(EtOH)(lit.) https://pubchem.ncbi.nlm.nih.gov/compound/2_4_5-Triphenylimidaz ole#section=3D-Conformer