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ChemicalBook CAS DataBase List 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride
141556-45-8

1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride synthesis

6synthesis methods
In a flask, the imine(3 g, 10 mmol) was dissolved in tetrahydrofuran(25 ml), followed by dropwise addition of chloromethyl ethyl ether(1.04 g, 11 mmol). the mixture was stirred under N2 at 40 °C for 18 h, and then ethyl ether(25 ml) was added to separate white solid. The solid was filtered and washed with ethyl ether. Finally, the white solid was dried under vacuum affording 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride.
1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride
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Yield:141556-45-8 74.6%

Reaction Conditions:

Stage #1: formalin;(1E,2E)-N1,N2-bis(2,4,6-trimethylphenyl)ethane-1,2-diimine in ethyl acetate at 75;
Stage #2: with chloro-trimethyl-silane in ethyl acetate; for 2.08333 h;

Steps:

24

(1E,2E)-N1,N2-(2,4,6-trimethylphenylethane)-1,2-diimine (2.92 g, about 10 mmol) and paraformaldehyde (0.3 g, about 10mmol) was dissolved in 10mL of ethyl acetate and added to a 100mL two-necked flask, Stir and reflux at 75°C, gradually add a solution of 5 mL of ethyl acetate containing trimethylchlorosilane (1.195 g, about 11 mmol) dropwise, add dropwise for 5 min, and react for 2 h, after cooling to room temperature, it was sealed and placed in a -20°C refrigerator for cooling for 12 hours, filtered with suction, and washed with ethyl acetate to obtain 2.5 g of a green-gray solid with a yield of 74.6% to obtain 1,3-bis(2,4,6-trimethylphenyl)imidazolium chloride.

References:

CN114644661,2022,A Location in patent:Paragraph 0208; 0211

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