Hydroxylamine → HCID 178493720, compound

HRID 1966743Notes

Reaction equation

HRID 1966743 reaction equation
[C:1]([N:5]1[C:9]2[CH:10]=[CH:11][C:12]([C:14]3[CH:15]=[N:16][CH:17]=[C:18]([O:20][CH3:21])[CH:19]=3)=[CH:13][C:8]=2[N:7]=[C:6]1[C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[C:25]#[N:26])([CH3:4])([CH3:3])[CH3:2].[NH2:30][OH:31]>C(O)C>[C:1]([N:5]1[C:9]2[CH:10]=[CH:11][C:12]([C:14]3[CH:15]=[N:16][CH:17]=[C:18]([O:20][CH3:21])[CH:19]=3)=[CH:13][C:8]=2[N:7]=[C:6]1[C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[C:25]([NH:30][OH:31])=[NH:26])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 58541913HCID 58541913, compound

Product 1

HCID 178493720HCID 178493720, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-[1-tert-Butyl-5-(5-methoxy-pyridin-3-yl)-1H-benzimidazol-2-yl]-benzonitrile (0.480 g, 1.255 mmol) is dissolved in ethanol (5 mL). Hydroxylamine (1.0 mL, 50% in water) is added. The reaction mixture is heated under reflux for 6 hours. The solvent is removed in vacuum to give 3-[1-tert-butyl-5-(5-methoxy-pyridin-3-yl)-1H-benzimidazol-2-yl]-N-hydroxy-benzamidine (0.531 g, 100%) as a yellow solid.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureunder reflux for 6 hours
  3. customThe solvent is removed in vacuum

Sources & evidence

ORD record
ord-a6e1818a71604c91af6c7f5fd4369ba1
Source dataset
uspto-grants-2013_04
Patent number
US08420655B2

Reaction notes

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