• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】42312

【品名】2-(5-nitro-1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole

【CA登记号】

【 分 子 式 】C11H9N3O3

【 分 子 量 】231.21088

【元素组成】C 57.14% H 3.92% N 18.17% O 20.76%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(VII)

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.

1 Hudson, A.L.; Nutt, D.J.; Grundt, P.; Coates, P.A.; Husbands, S.M.; Tyacke, R.; Robinson, E.S.J.; Lewis, J.W.; Probes for imidazole binding sites: Synthesis and evaluation of a selective, irreversible I2 ligand. Bioorg Med Chem Lett 2000, 10, 6, 605.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 42307 2-hydroxy-5-nitrobenzaldehyde;5-nitrosalicylaldehyde 97-51-8 C7H5NO4 详情 详情
(II) 35647 diethyl 2-bromomalonate 685-87-0 C7H11BrO4 详情 详情
(III) 42308 ethyl 5-nitro-1-benzofuran-2-carboxylate 69404-00-8 C11H9NO5 详情 详情
(IV) 42309 5-nitro-1-benzofuran-2-carboxamide C9H6N2O4 详情 详情
(V) 42310 5-nitro-1-benzofuran-2-carbonitrile C9H4N2O3 详情 详情
(VI) 42311 methyl 5-nitro-1-benzofuran-2-carboximidoate C10H8N2O4 详情 详情
(VII) 42312 2-(5-nitro-1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole C11H9N3O3 详情 详情
(VIII) 42313 2-(4,5-dihydro-1H-imidazol-2-yl)-1-benzofuran-5-amine; 2-(4,5-dihydro-1H-imidazol-2-yl)-1-benzofuran-5-ylamine C11H11N3O 详情 详情
Extended Information