ChemicalBook CAS DataBase List N,N'-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazolium chloride

N,N'-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazolium chloride synthesis

5synthesis methods

Product Name:N,N'-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazolium chloride
CAS Number:1416368-03-0
Molecular formula:C69H57ClN2O2
Molecular Weight:981.68

The synthesis begins with a solvent-free condensation of p-Anisidine and benzhydrol in the presence of HClconc. and ZnCl2. Then, the generated aniline was transformed into the diimine under acidic conditions using glyoxal and MgSO4 as a water abstractor. Subsequently, the cyclization towards the formation of the imidazolium salt was achieved with moderate yields by the use of p-formaldehyde under acidic conditions, assisted by the presence of ZnCl2 as a templating agent to obtain N,N'-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazolium chloride.

N,N'-bis(2,6-bis(diphenylmethyl)-4-methoxyphenyl)imidazolium chloride

91-01-0 Synthesis

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Yield:-

Steps:

Multi-step reaction with 3 steps
1.1: zinc(II) chloride; hydrogenchloride / water / 0.58 h / 160 °C
2.1: magnesium sulfate; formic acid / dichloromethane; water / 72 h / 20 °C
3.1: zinc(II) chloride / tetrahydrofuran / 0.08 h / 70 °C
3.2: 2 h / 70 °C

References:

Meiries, Sebastien;Speck, Klaus;Cordes, David B.;Slawin, Alexandra M. Z.;Nolan, Steven P. [Organometallics,2013,vol. 32,# 1,p. 330 - 339]

50-00-0 Synthesis