These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 65039-05-6, its application will become more common.
Some common heterocyclic compound, 65039-05-6, name is 1-Butyl-3-methylimidazolium iodide, molecular formula is C8H15IN2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Quality Control of 1-Butyl-3-methylimidazolium iodide
To a Schlenk flask charged with 1-butyl-3-methylimidazolium iodide (128.0mg, 0.48mmol) and Ag2O (56.0mg, 0.24mmol) was added dry CH2Cl2 (10mL), the mixture was protected from light and stirred at room temperature for 20h, before the resulting yellow solution was cannula filtered and added to a red solution of [(HMB)Ru(mu2-eta1,3-exo-syn-CH2CHCHCHO)]2(BF4)2 (200mg, 0.24mmol) in dry acetone (10mL). A solid immediately precipitated and the red suspension was stirred at room temperature protected from light for 4h, followed by filtration through a celite bed and washed with dry NO2CH3. The amber coloured solution was concentrated in vacuo to 5mL followed by addition of 20mL of dry diethyl ether and stored at-10C for 18h. The amber solution was taken to dryness resulting in a brown oil, washed with 10mL of pentane, vacuum dried and extracted with 10mL of dry toluene. Pentane (50mL) was added to the yellow toluene solution resulting in a yellow suspension which was stored at-10C for 20h, following by separation of an amber oil by decantation characterised as [(HMB)Ru(BuImMe)(eta3-CH2CHCHCOOH)](BF4) in very low yield just enough for NMR experiments. 1H NMR (CDCl3, 500MHz, ppm): 6.96 (2×d, J=1.8Hz, 1H, 4,5-Im), 4.47 (dt, J=6.7, 0.7Hz, 1H, H3-heteropentadienyl), 4.11 (m, 3H, overlap CH2-N-Im and H2-heteropentadienyl), 3.84 (s, 3H, CH3-N-Im), 3.09 (ddd, J=7.2, 1.5, 0.8Hz, 1H, H1syn-heteropentadienyl), 2.17 (s, 18H, HMB), 1.87 (dt, J=10.8, 1.1Hz, 1H, H1anti-heteropentadienyl), 1.79 (q, J=7.5Hz, 2H, CH2-CH2-N-Im), 1.34 (q, J=7.6Hz, 2H, CH2-CH2-CH2-N-Im), 0.95 (t, J=7.4Hz, 3H, CH3-(CH2)3-N-Im). 13C{1H} NMR (acetone-d6, 75MHz, ppm): 182.0 (C-Ru), 122.0 and 120.9 (C4,C5-Im), 96.0 (HMB), 92.5 (C2-heteropentadienyl), 65.7 (C3-heteropentadienyl), 52.8 (C1-heteropentadienyl), 51.7 (CH2-N-Im), 38.8 (CH2-CH2-N-Im), 33.6 (CH3-N-Im), 19.8 (CH2-CH2-CH2-N-Im), 16.4 (CH3-HMB), 13.7 (CH3-(CH2)3-N-Im). ESI-TOF-MS(+) (m/z): Calcd for [C24H37N2O2Ru]+ 487.189302, found 487.189566; error-0.540454ppm, DBE 7.5.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 65039-05-6, its application will become more common.
Reference:
Article; Olguin, Juan; Diaz-Fernandez, Monica; de la Cruz-Cruz, Jose Ignacio; Paz-Sandoval, M. Angeles; Journal of Organometallic Chemistry; vol. 824; (2016); p. 33 – 41;,
Imidazole – Wikipedia,
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