Benzimidazole → 1H-benzimidazol-1-amine

HRID 1742048Notes

Reaction equation

HRID 1742048 reaction equation
[OH-].[K+].[NH:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[CH:4]1.[NH2:12]OS(O)(=O)=O>O.C(O)C>[NH2:12][N:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[CH:4]1

Participants

6

Reactant 3

HCID 5798BenzimidazoleHCID 14797Potassium HydroxideHCID 76284hydroxylamine-O-sulfonic acid

Product 1

HCID 2396991H-benzimidazol-1-amine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
30 °C

Procedure

In a mixed slovent of water(50 ml) and ethanol(50 ml) was dissolved 19.64 g(35 mmol) of potassium hydroxide and 5.91 g(5 mmol) of 1H-benzimidazole was added thereto. Water(10 ml) containing 14.41 g (125 mmol) of hydroxylamine-O-sulfonic acid was slowly added while maintaining the temperature at 30° C. and the mixture was stirred at the same temperature for 18 hours.

Workup

  1. additionwas added
  2. additionwas slowly added

Sources & evidence

ORD record
ord-0aa674592ac148c88412be6ace3e2ffd
Source dataset
uspto-grants-1994_08
Patent number
US05336673

Reaction notes

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