Potassium Carbonate → 4-(1-Phenoxymethyl-1H-benzimidazol-2-yl)-furazan-3-ylamine

HRID 553340Notes

Reaction equation

HRID 553340 reaction equation
[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.C(=O)([O-])[O-].[K+].[K+].I[CH2:23][O:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[O:24]([CH2:23][N: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]([NH2:15])=[N:12][O:13][N:14]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 118867IodoanisoleHCID 7385314-(1H-benzimidazol-2-yl)-1,2,5-oxadiazol-3-amine

Product 1

HCID 674619624-(1-Phenoxymethyl-1H-benzimidazol-2-yl)-furazan-3-ylamine

Procedure

To a solution of 4-(1H-benzimidazol-2-yl)-furazan-3-ylamine (0.10 g, 0.497 mmol) is added potassium carbonate (0.172 g, 1.24 mmol) and iodomethoxy benzene (0.128 g, 0.546 mmol). 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 and chromatography of the residue gives the title compound as a colorless solid, m.p. 171-173° C.

Workup

  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 and chromatography of the residue

Sources & evidence

ORD record
ord-bdc05eaa34b34a0ab1fd3859f5f40060
Source dataset
uspto-grants-2011_11
Patent number
USRE042890E1

Reaction notes

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