Ammonia → HCID 18379838, compound

HRID 2299132Notes

Reaction equation

HRID 2299132 reaction equation
[CH2:1]([N:5]1[C:9]2[CH:10]=[C:11]([NH2:14])[CH:12]=[CH:13][C:8]=2[N:7]=[CH:6]1)[CH:2]([CH3:4])[CH3:3].[Br:15]Br.N.CO.C(Cl)Cl>CC(O)=O>[CH2:1]([N:5]1[C:9]2[C:10]([Br:15])=[C:11]([NH2:14])[CH:12]=[CH:13][C:8]=2[N:7]=[CH:6]1)[CH:2]([CH3:4])[CH3:3]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 24408BromineHCID 18379803HCID 18379803, compoundHCID 21226129Dichloromethane methanol

Product 1

HCID 18379838HCID 18379838, compoundYield 29%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of 3-isobutyl-5-aminobenzimidazole (1.5 g, 7.9 mmol) in 20 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 1.0 g (3.7 mmol, 29%) 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-7f72824fe51949f4ac478a2302d223c6
Source dataset
uspto-grants-2002_12
Patent number
US06495583B1

Reaction notes

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