تفاعل #640517

ord-c78df7d1d5484863996bbb6f3f6d8280

معادلة التفاعل

Nc1nonc1-c1nc2ccccc2n1CC(=O)c1ccc(Br)cc1
4-[1-(4-bromophenacyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine
O=C([O-])O.[Na+]
sodium bicarbonate
Cl.NO
hydroxylamine hydrochloride
Nc1nonc1-c1nc2ccccc2n1CC(=NO)c1ccc(Br)cc1
title compound
Nc1nonc1-c1nc2ccccc2n1CC(=NO)c1ccc(Br)cc1
4-[1-(4-Bromophenacyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine oxime

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةis refluxed for 20 hours
  2. 2
    أخرىPartitioning of the reaction mixture between ethyl acetate and water, separation of the organic phase
  3. 3
    أخرىby drying
  4. 4
    أخرىevaporation of the solvent
  5. 5
    أخرىgives the crude product
  6. 6
    أخرىPurification by chromatography on silicagel

الإجراء التجريبي

A mixture of 4-[1-(4-bromophenacyl)-1H-benzimidazol-2-yl]-furazan-3-ylamine (0.083 g, 0.21 mmol, prepared according to Example 1), sodium bicarbonate (0.021 g, 0.25 mmol) and hydroxylamine hydrochloride (0.014 g, 0.21 mmol) in ethanol (5 ml) is refluxed for 20 hours. Partitioning of the reaction mixture between ethyl acetate and water, separation of the organic phase followed by drying and evaporation of the solvent gives the crude product. Purification by chromatography on silicagel yields the title compound as an E/Z-mixture, m.p. 198-201° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE042890E1uspto-grants-2011_11