1,4-bis(2-methyl-1H-imidazol-1-yl)butane synthesis
- Product Name:1,4-bis(2-methyl-1H-imidazol-1-yl)butane
- CAS Number:52550-63-7
- Molecular formula:C12H18N4
- Molecular Weight:218.3
693-98-1
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Yield: 70%
Reaction Conditions:
Stage #1:2-methylimidazole with potassium hydroxide in tetrahydrofuran at 66; for 1 h;
Stage #2:1,4-dichlorobutane in tetrahydrofuran at 60; for 24 h;
Steps:
2 2.2 Preparation of 1,4-bis(2-methylimidazolyl)butane (bibMe)
This ligand was prepared according to the reported method [
36
] with some modification.
Typically a mixture of 2-methylimidazole (4.1 g, 50 mmol) and KOH (2.8 g, 50 mmol) in THF (50 mL) was stirred at 66 °C for 1 h, and then the 1,4-dichlorobutane (3.2 g, 25 mmol) was added.
The mixture was cooled to room temperature after being stirred at 60 °C for 24 h.
In the next step THF was removed and the residue was extracted with ethyl acetate (100 * 3 mL).
The extracted solution was put in a water bath (90 °C) for 3 h, and the colorless oil bibMe was obtained in 70% yield. Anal. Calc. for C12H18N4: C, 66.02; H, 8.31; N, 25.66; found: C, 66.08; H, 8.34; N, 25.71%.
Selected IR (KBr, cm-1): 3162 (s), 2948 (s), 2681 (m), 2608 (m), 1672 (m), 1565 (m), 1500 (s), 1426 (s), 1362 (w), 1304 (m), 1280 (s), 1216 (s), 1146 (s), 1104 (s), 987 (s), 752 (s), 677 (s), 666 (s).
References:
Khalaj, Mehdi;Lalegani, Arash;Akbari, Jafar;Ghazanfarpour-Darjani, Majid;Lyczko, Krzysztof;Lipkowski, Janusz [Journal of Molecular Structure,2018,vol. 1169,p. 31 - 38]
