O-Phenylenediamine → 1H-benzimidazol-2-yl(3-bromophenyl)methanol

HRID 2404416Notes

Reaction equation

HRID 2404416 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([OH:12])[C:9](O)=O)[CH:5]=[CH:6][CH:7]=1.[C:13]1([NH2:20])[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[NH2:19]>>[NH:19]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[N:20]=[C:9]1[CH:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=1)[OH:12]

Participants

3

Reactant 2

HCID 7243O-PhenylenediamineHCID 27570282-(3-Bromophenyl)-2-hydroxyacetic acid

Product 1

HCID 132601701H-benzimidazol-2-yl(3-bromophenyl)methanol

Procedure

A mixture of (3-bromophenyl)hydroxyacetic acid (20 g) and ortho-phenylenediamine (9.36 g) in 5N aqueous hydrochloric solution (100 mL) is heated under reflux for 4 h and cooled back to room temperature. The precipitate is separated by filtration, rinsed with acetonitrile and dried under vacuum with phosphorus pentoxyde et give 1H-benzimidazol-2-yl(3-bromophenyl)methanol as a white crystalline solid used without further purification.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 4 h
  3. customThe precipitate is separated by filtration
  4. washrinsed with acetonitrile
  5. dry with materialdried under vacuum with phosphorus pentoxyde et

Sources & evidence

ORD record
ord-4e5665c62e744eb3a297012a54101317
Source dataset
uspto-grants-2014_08
Patent number
US08802664B2

Reaction notes

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