ChemicalBook CAS DataBase List 1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride

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

5synthesis methods

Product Name: 1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride
CAS Number:250285-32-6
Molecular formula:C27H37ClN2
Molecular Weight:425.05

50-00-0 Synthesis

50-00-0
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Glyoxal bis(2,6-diisopropylanil), N,Nμ-Bis(2,6-diisopropylphenyl)-1,4-diazabutadiene, N,Nμ-Bis(2,6-diisopropylphenyl)ethanediimine

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1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride

250285-32-6
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Yield:250285-32-6 89%

Reaction Conditions:

with chloro-trimethyl-silane in ethyl acetate at 70; for 2 h;

Steps:

4.3. Preparation of the catalyst

i. A mixture of 2,6-diisopropylaniline (33.9 mmol) and HOAc (1.18 mmol) and 15 mL MeOH was stirred in at 50 °C, then slowly dropwise added 15 mL of a MeOH solution of glyoxal (40% aqueous solution, 16.7 mmol) in 15 minutes. After the addition, the mixture continuing to stir at 50 °C for 30 minutes and then at room temperature for 10 hours. The reaction mixture was filtered dried to obtain 5.6 g of yellow compound a^[57] (87% yield). ii. a (8.5 mmol) and paraformaldehyde (8.5 mmol) were added into 30 mL EtOAc and stirred vigorously to dissolve at 70 °C. Then, 20 mL of TMSCl (0.85 mmol) in EtOAc was slowly added dropwise to the reaction flask within 20 minutes. After reacting for 2 h, the reaction mixture is cooled to 10 °C and filtered. The filter cake was washed with EtOAc and dried to obtain 3.2 g of compound b^[57] as a white solid (89% yield).

References:

Li, Dan;Tian, Qingqiang;Wang, Xuetong;Wang, Qiang;Wang, Yin;Liao, Siwei;Xu, Ping;Huang, Xin;Yuan, Jianyong [Synthetic Communications,2021,vol. 51,# 13,p. 2041 - 2052] Location in patent:supporting information

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3188-13-4 Synthesis