Ammonia → HCID 178507338, compound

HRID 429546Notes

Reaction equation

HRID 429546 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]2[N:6]=[CH:7][NH:8][C:4]=2[CH:3]=1.[Cl:11]Cl.N>CC(O)=O>[Cl:11][C:3]1[C:4]2[NH:8][CH:7]=[N:6][C:5]=2[CH:9]=[CH:10][C:2]=1[NH2:1]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 136235-AminobenzimidazoleHCID 24526Chlorine

Product 1

HCID 178507338HCID 178507338, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 5-aminobenzimidazole (1.0 g, 7.5 mmol) in 20 ml of AcOH was added Cl2 saturated AcOH solution until it produced a precipitation. The reaction mixture was concentrated in vacuo, yielding a dark residue which was subjected to column chromatography (NH3 sat'd 30% MeOH/EtOAc) to yield 120 mg (0.72 mmol) of 4-chloro-5-aminobenzimidazole.

Workup

  1. customproduced
  2. customa precipitation
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. customyielding a dark residue which

Sources & evidence

ORD record
ord-4be7066cc802438bb1d03d316e9f5113
Source dataset
uspto-grants-2001_11
Patent number
US06316637B1

Reaction notes

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