Ammonia → HCID 178507337, compound

HRID 429544Notes

Reaction equation

HRID 429544 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.[Br:11]Br.N>CC(O)=O>[Br: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 24408Bromine

Product 1

HCID 178507337HCID 178507337, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 5-aminobenzimidazole (0.3 g, 2.3 mmol) in 30 ml of AcOH was added bromine. (0.055 ml, 1.1 mmol) in a portion and resulting reaction mixture was stirred for 0.5 h at 25° C. Reaction mixture was concentrated in vacuo, yielding a dark brown solid which was subjected to silica gel column chromatography (NH3 saturated 10% MeOH/EtOAc) to yield 0.22 g (0.97 mmol, 42%) of the desired product.

Workup

  1. custom(0.055 ml, 1.1 mmol) in a portion and resulting
  2. customreaction mixture
  3. customReaction mixture
  4. concentrationwas concentrated in vacuo
  5. customyielding a dark brown solid which

Sources & evidence

ORD record
ord-4857b9e6ca2b431aaa20e8a822d7db16
Source dataset
uspto-grants-2001_11
Patent number
US06316637B1

Reaction notes

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