BU-99006
Chemical Name: 2-(5-Isothiocyanato-1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole; N-[2-(4,5-Dihydro-1H-imidazol-2-yl)-1-benzofuran-5-yl]isothiocyanate
项目整合开发状态: Biological Testing
项目研究机构: University of Bristol (Originator)
合成路线:5-Nitrosalicylaldehyde (I) was condensed with diethyl bromomalonate (II) to give ethyl 5-nitrobenzofuran-2-carboxylate (III),which was converted into the corresponding primary amide (IV) by reaction with ethanolic ammonia.Dehydration of amide (IV) to the nitrile (V) was effected by treatment with POCl3.After formation of imidate (VI) with HCl/MeOH,cyclization with ethylenediamine produced the imidazoline (VII).The nitro group of (VII) was then reduced to amine (VIII) using Fe and HCl.This was finally converted to the title isothiocyanate by reaction with thiophosgene.
📌 参考资料/链接:
参考文献标题:Probes for imidazole binding sites: Synthesis and evaluation of a selective,irreversible I2 ligand
文献作者:Coates,P.A.; Grundt,P.; Robinson,E.S.J.; Nutt,D.J.; Tyacke,R.; Hudson,A.L.; Lewis,J.W.; Husbands,S.M.
参考来源:Bioorg Med Chem Lett 2000,10(6),605