Application of 26663-77-4, A common heterocyclic compound, 26663-77-4, name is Methyl benzimidazole-5-carboxylate, molecular formula is C9H8N2O2, its 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.
3.50 g of methyl 1H-benzimidazole-5-carboxylate hydrochloride and 6.9 ML of triethylamine were suspended in 35 ML of methylene chloride, to which 5.05 g of trityl chloride was added in small portions at 5 to 10C, and this mixture was stirred for one hour at the same temperature.. The reaction mixture was added to a mixture of ethyl acetate and water, and then the organic phase was separated therefrom.. After the resultant organic phase was washed with water and a saturated sodium chloride solution successively, the washed phase was dried over anhydrous sodium sulfate, and the solvent was distilled out under reduced pressure.. The resultant residue was purified by silica gel column chromatography [eluent; hexane:ethyl acetate=3:1] to yield 3.55 g of a mixture of methyl 1-trityl-1H-benzimidazole-5-carboxylate and methyl 3-trityl-3H-benzimidazole-5-carboxylate as white foam. methyl 1-trityl-1H-benzimidazole-5-carboxylate NMR(400MHz,CDCl3) delta value: 3.90(3H,s), 6.49(1H,d,J=8.8Hz), 7.15-7.19(6H,m), 7.31-7.34(9H,m), 7.61(1H,d,J=8.4Hz), 7.97(1H,s), 8.49(1H,s) methyl 3-trityl-3H-benzimidazole-5-carboxylate NMR(400MHz,CDCl3) delta value: 3.75(3H,s), 7.15-7.19(7H,m), 7.31-7.34(9H,m), 7.77(1H,d,J=8.4Hz), 7.87(1H,d,J=8.4Hz), 8.02(1H,s)
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; TOYAMA CHEMICAL CO., LTD.; Hirono, Shuichi; Shiozawa, Shunichi; EP1445249; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem