ChemicalBook CAS DataBase List 1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride

1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride synthesis

2synthesis methods

Product Name: 1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride
CAS Number:1218778-19-8
Molecular formula:C69H57ClN2
Molecular Weight:949.68

(1E,2E)-N1,N2-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)ethane-1,2-diimine (6.14 g, 6.81 mmol) in THF (235 mL) was added to paraformaldehyde (204 mg, 6.81 mmol), anhydrous zinc chloride (928 mg, 6.81 mmol) at 70 °C. After that, HCl in dioxane (4 M, 2.56 mL,10.2 mmol) was added dropwise. After 5 h, at 70 °C, the mixture was concentrated under reduced pressure followed by flash column chromatography over silica gel with CH2Cl2-MeOH (9:1) to give the pale pink solid, which was further purified recrystallization (CH2Cl2-n-hexane) gave 1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride. N,N'-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazolium chloride

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

56138-96-6 Synthesis

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1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride

1218778-19-8
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Yield:-

Steps:

Multi-step reaction with 2 steps
1: magnesium sulfate; formic acid / water; dichloromethane / 96 h / 20 °C
2: zinc(II) chloride; hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 3 h / 70 °C

References:

Chartoire, Anthony;Claver, Carmen;Corpet, Martin;Krinsky, Jamin;Mayen, Julie;Nelson, David;Nolan, Steven P.;Pen Afiel, Itziar;Woodward, Robert;Meadows, Rebecca E. [Organic Process Research and Development,2016,vol. 20,# 2,p. 551 - 557]

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1218778-19-8
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References

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