Реакция #640527

ord-dde274e722b0409d87706d81630193ab

Уравнение реакции

N#CCCNc1nonc1-c1nc2ccccc2[nH]1
4-(1H-benzimidazol-2-yl)-furazan-3-yl-N-(2-cyanoethyl)-amine
N#CCCNc1nonc1-c1nc2ccccc2[nH]1
4-(1H-Benzimidazol-2-yl)-furazan-3-yl-N-(2-cyanoethyl)-amine
[Al+3].[H-].[H-].[H-].[H-].[Li+]
LiAlH4
C1CCOC1
THF
C1CCOC1
THF
OCCCNc1nonc1-c1nc2ccccc2[nH]1
title compound
OCCCNc1nonc1-c1nc2ccccc2[nH]1
4-(1H-Benzimidazol-2-yl)-furazan-3-yl-N-(3-hydroxypropyl)-amine

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеis quenched by careful addition of aqueous saturated solution of sodium sulphate
  2. 2
    ФильтрацияThe suspension is filtered
  3. 3
    Другоеthe filtrate evaporated to dryness
  4. 4
    ДругоеCrystallization
  5. 5
    workup.ADDITIONby addition of hexane

Методика

A solution of 4-(1H-benzimidazol-2-yl)-furazan-3-yl-N-(2-cyanoethyl)-amine (0.272 g, 0.947 mmol, Example 6a) in THF (5 ml) is added dropwise at 0° C. to an efficiently stirred suspension of LiAlH4 (0.054 g, 1.42 mmol) in THF (5 ml). After stirring for 16 hours at room temperature the mixture is quenched by careful addition of aqueous saturated solution of sodium sulphate. The suspension is filtered and the filtrate evaporated to dryness. Crystallization by addition of hexane yields the title compound in pure form. 1H-NMR (400 MHz, d6-DMSO): 13.6 (s, 1H); 7.66 (m, 2H); 7.31 (m, 2H); 6.92 (t, 1H); 4.61 (m, 1H); 3.51 (m, 2H); 3.39 (m, 2H); 1.81 (m, 2H).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: USRE042890E1uspto-grants-2011_11