Cyanogen Bromide → 2-Aminobenzimidazole

HRID 1992222Notes

Reaction equation

HRID 1992222 reaction equation
[CH:1]1[CH:6]=[C:5]([NH2:7])[C:4]([NH:8][C:9](C2C=CC(N)=CC=2)=O)=[CH:3][CH:2]=1.BrC#[N:20]>CO>[NH2:20][C:9]1[NH:8][C:4]2[CH:3]=[CH:2][CH:1]=[CH:6][C:5]=2[N:7]=1

Participants

4

Reactant 2

HCID 10476Cyanogen BromideHCID 42725Dianiline

Product 1

HCID 136242-Aminobenzimidazole

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Alternatively, 6.0 mmol of dianiline was treated with 6.3 mmol BrCN in 15 mL CH3OH at reflux for 3 h. The reaction mixture was cooled to ambient temperature and precipitate was filtered off to give the corresponding 2-aminobenzimidazole.

Workup

  1. temperatureat reflux for 3 h
  2. filtrationprecipitate was filtered off

Sources & evidence

ORD record
ord-6f2a79c4dc064593ae0665bd4cda0cc6
Source dataset
uspto-grants-2010_01
Patent number
US07645771B2

Reaction notes

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