1-Propylimidazole

(Reference Example 18) Synthesis of 1-propyl-1H-imidazole: General procedure: A THF solution of imidazole (1 equivalent) is added to a suspension of NaH (1.1 equivalents) (60 percent in paraffin oil) previously stirred in n-hexane for 15 min. The imidazole solution is added dropwise over a period of 25–30 min at 5–10 °C to avoid vigorous liberation of HGeneral procedure: Imidazole (3)/benzimidazole(5) (10 mmol) was dissolved in 10 ml of DMSO and solid NaOH(15 mmol) was then added it. The resulting pale yellow suspensionwas stirred in air at room temperature for 1.5 h, after which, thealkyl bromides or benzyl chlorides (15 mmol) were added andallowed to react until completion (TLC). Water (50 ml) was thenadded and the products were extracted with ethyl acetate. Combinedorganic layers were washed several times with water, thenwith brine, dried over Na2SO4 and subjected to chromatographicpurification over silica (100–200 mesh) using MeOH: EtOAc 5:95(v/v) as the mobile phase. Compounds 4a-f were isolated as yellowoils whereas, the compounds 7a-e were white solid. Spectroscopic data of the N-alkyl imidazoles are in accord with earlier literatureand thus are not shown here [30].The following compounds may be mentioned as examples of heterocycles of the formula (III):1-methylimidazole, 1-ethylimidazole, 1-n-propylimidazole, 1-isopropylimidazole, 1-vinylimidazole, 1-cyanomethylimidazole, 1-(2-cyanoethyl)-imidazole, 1-difluoromethylimidazole, 1-(methoxymethyl)-imidazole, 1-(methoxycarbonylmethyl)-imidazole, ...General procedure: The dicationic imidazolium-based ionic compounds were synthesized, as shown in Scheme 1 [29]. Typically, the reaction flask was charged with 1-methylimidazole and 1, 2-dibromoethane (molar ratio of 2:1) in ethanol (15mL). Then the miscible liquids were heated to 343.15K, stirred for 24h under dry nitrogen. Then, the volatile material is removed from the resulting solution under reduced pressure at 323.15K. The water was then added. The aqueous phase was extracted three times with dichloromethane. The extract was recrystallized from ethyl acetate to obtain a white solid. The solid product was dried in vacuum for 24h in 313K, and the ILs with a yield of about 90.4percent was obtained [30, 31]. The rest of the ionic compounds were synthesized in a similar way.Weigh 184g of 1, 3-propane sultone, and add 1L of ethyl acetate to the reactor, and install a constant pressure dropping funnel.Magnetic stirrer and reflux condenser, slowly add 123g N-propyl imidazole when heated to 60 ° C in a water bath.After the completion of the dropwise addition, the system was kept at 80 ° C for 2 h to produce a white precipitate;The system was subjected to vacuum filtration, and the cake was washed with ethyl acetate.It is dried in an oven at 100 ° C, and the obtained product is 1-(3-sulfonate)propyl-3-propylimidazolium salt;The 1-(3-sulfonate)propyl-3-propylimidazolium salt is dissolved in water, and concentrated sulfuric acid is added to carry out the reaction at 85 ° C.The water is then removed to give a pale yellow viscous liquid product which is the 1-propyl-3-propanesulfonic acid imidazolium hydrogensulfate ionic liquid.

Molecular Weight:110.16
XLogP3:0.8
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:110.084398327
Monoisotopic Mass:110.084398327
Topological Polar Surface Area:17.8
Heavy Atom Count:8
Complexity:63.5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes