Methanol → 3-[4-(1H-Benzoimidazol-2-yl)-furazan-3-ylamino]-propionitrile

HRID 553339Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 553339
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[C:11]([NH2:15])=[N:12][O:13][N:14]=1.CO.[C:18](#[N:21])[CH:19]=[CH2:20]>N1C=CC=CC=1>[NH:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:1]=[C:2]1[C:10]1[C:11]([NH:15][CH2:20][CH2:19][C:18]#[N:21])=[N:12][O:13][N:14]=1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 7855AcrylonitrileHCID 7385314-(1H-benzimidazol-2-yl)-1,2,5-oxadiazol-3-amine

Produkt 1

HCID 1363893133-[4-(1H-Benzoimidazol-2-yl)-furazan-3-ylamino]-propionitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of 4-(1H-benzimidazol-2-yl)-furazan-3-ylamine (0.10 g, 0.497 mmol) in pyridine (5 ml) sodium in methanol (0.02 g, 0.86 mmol in 1 ml) and acrylonitrile (0.03 g, 0.39 mmol) are added sequentially at 0° C. The mixture is stirred over night. Evaporation of the solvent under reduced pressure and partitioning of the resulting residue between water and ethyl acetate followed by drying of the organic solution over sodium sulphate gives the title compound in pure form. 1H-NMR (400 MHz, d6-DMSO): 13.7 (s, 1H); 7.82 (d, 1H); 7.60 (d, 1H); 7.36 (m, 2H); 7.20 (t, 1H); 3.67 (q, 2H); 2.94 (t, 2H).

Aufarbeitung

  1. customEvaporation of the solvent under reduced pressure
  2. custompartitioning of the resulting residue between water and ethyl acetate
  3. dry with materialby drying of the organic solution over sodium sulphate

Quellen und Nachweise

ORD-Eintrag
ord-77896f8fc5af43b394fa71834f395fe8
Quelldatensatz
uspto-grants-2011_11
Patentnummer
USRE042890E1

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