反应 #640524

ord-fdc9b17e98d543a3a204aa1a936ad5d6

反应方程式

COC(=O)CCNc1nonc1-c1nc2ccccc2[nH]1
4-(1H-benzimidazol-2-yl)-furazan-3-yl-N-(2-methoxycarbonylethyl)-amine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=C(CBr)c1ccc(Cl)cc1
4-chlorophenacyl bromide
COC(=O)CCNc1nonc1-c1nc2ccccc2n1CC(=O)c1ccc(Cl)cc1
title compound
COC(=O)CCNc1nonc1-c1nc2ccccc2n1CC(=O)c1ccc(Cl)cc1
4-[1-(4-Chlorophenacyl)-1H-benzimidazol-2-yl]-furazan-3-yl-N-(2-methoxycarbonylethyl)-amine

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    洗涤washed with water
  2. 2
    干燥dried over sodium sulphate
  3. 3
    过滤Filtration of the sodium sulphate, concentration of the filtrate under reduced pressure and chromatography of the residue on silicagel

实验过程

A suspension of 4-(1H-benzimidazol-2-yl)-furazan-3-yl-N-(2-methoxycarbonylethyl)-amine (0.052 g, 0.181 mmol), potassium carbonate (0.062 g, 0.452 mmol) and 4-chlorophenacyl bromide (0.047 g, 0.199 mmol) in DMF (5 ml) is stirred at room temperature for 16 hours. The reaction mixture is diluted with ethyl acetate, washed with water and dried over sodium sulphate. Filtration of the sodium sulphate, concentration of the filtrate under reduced pressure and chromatography of the residue on silicagel using hexane-ethyl acetate as eluent gives the title compound as hygroscopic solid of undefined melting point. 1H-NMR (400 MHz, d6-DMSO): 8.14 (d, 2H); 7.87 (m, 2H); 7.41 (m, 2H); 7.32 (d, 2H); 7.29 (t, 1H); 6.37 (s, 2H); 3.63 (m, 2H); 3.61 (s, 3H); 2.76 (t, 2H).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: USRE042890E1uspto-grants-2011_11