Synthetic Route of 50790-93-7,Some common heterocyclic compound, 50790-93-7, name is 2-Butylimidazole, molecular formula is C7H12N2, 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.
(i) 4-Bromo-2-n-butylimidazole A solution of 20 g (0.16 mol) of 2-n-butylimidazole in 1.2 L of carbon tetrachloride was treated with 57.2 g (0.32 mol) of N-bromosuccinimde and heated with good stirring at 60 for 18 h. Then an additional 10 g of N-bromosuccinimide was added and the heating continued for 4 hours. The solids were collected by filtration. Evaporation of the filtrate gave 15 g of an oily solid which was mostly 2-n-butyl-4,5-dibromoimidazole. Evaporation of the solution obtained by trituration of the initial solids with methylene chloride and concentration gave additional product which was chromatographed over silica (20% ethyl acetate in hexane) to give, when combined with the first fraction, 34.2 g (76%) of dibromo product. A solution of 33.5 g (0.119 mol) of this product in 250 ml of n-propanol was refluxed for 18 hours with a suspension of 100 g (0.794 mol) of sodium sulfite. An additional 50 g of sodium sulfite was added and the mixture refluxed an additional 20 hours. The reaction mixture was concentrated under vacuum, 800 ml of water was added, and then the product was extracted into ether at pH 8. The ether layer was washed with water and brine, dried over sodium sulfate, and concentrated to give 23 g of a solid. Chromatography of the crude product (silica gel, 15-30% ethyl acetate-hexane) gave 7.51 g (31%) of pure 2-n-butyl-4-bromoimidazole.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Butylimidazole, its application will become more common.
Reference:
Patent; SmithKline Beecham Corporation; US5728842; (1998); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem