Ammonia → 3-Propyl-4-bromo-5-aminobenzimidazole

HRID 2299128Notes

Reaction equation

HRID 2299128 reaction equation
[CH2:1]([N:4]1[C:8]2[CH:9]=[C:10]([NH2:13])[CH:11]=[CH:12][C:7]=2[N:6]=[CH:5]1)[CH2:2][CH3:3].[Br:14]Br.N>CO.C(Cl)Cl>[CH2:1]([N:4]1[C:8]2[C:9]([Br:14])=[C:10]([NH2:13])[CH:11]=[CH:12][C:7]=2[N:6]=[CH:5]1)[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 24408BromineHCID 183798703-Propyl-5-aminobenzimidazole

Product 1

HCID 183798953-Propyl-4-bromo-5-aminobenzimidazoleYield 37%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

To a solution of 3-propyl-5-aminobenzimidazole (0.71 g, 4.3 mmol) in 10 ml of ACOH was added solution of Br2 in ACOH until it produces a precipitation. The reaction mixture was concentrated in vacuo to provide a brown solid which was subjected to column chromatography (5% NH3 sat'd MeOH/CH2Cl2) to provide 0.40 g (1.6 mmol, 37%) of the product.

Workup

  1. customproduces
  2. customa precipitation
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. customto provide a brown solid which

Sources & evidence

ORD record
ord-e10ab805786f4f18af12d2133b98fb2f
Source dataset
uspto-grants-2002_12
Patent number
US06495583B1

Reaction notes

Loading…