Ammonium Hydroxide → 2-Chlorobenzimidazole

HRID 353813Notes

Reaction equation

HRID 353813 reaction equation
O[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[N:3]=1.[OH-].[NH4+].P(Cl)(Cl)([Cl:15])=O>>[Cl:15][C:2]1[NH:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[N:3]=1

Participants

4

Reactant 3

HCID 14923Ammonium HydroxideHCID 24813Phosphorus oxychlorideHCID 178517141HCID 178517141, compound

Product 1

HCID 785722-Chlorobenzimidazole

Procedure

2-Hydroxy-1H-benzimidazole (62 g, 0.46 mole) was added to phosphorous oxychloride (200 mL) and the mixture was refluxed for 4.5 hours. The resulting solution was poured over 4 L of ice and the mixture was made strongly basic with ammonium hydroxide. The resulting solid was isolated by filtration, washed with water and dried to provide crude 2-chloro-1H-benzimidazole.

Workup

  1. temperaturethe mixture was refluxed for 4.5 hours
  2. customThe resulting solid was isolated by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-60bdd03b5e9142d780235fe1a0484ecd
Source dataset
uspto-grants-2004_06
Patent number
US06756382B2

Reaction notes

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