Ammonia → HCID 18379805, compound

HRID 429559Notes

Reaction equation

HRID 429559 reaction equation
[CH: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)([CH3:3])[CH3:2].[Br:14]Br.N.CO.C(Cl)Cl>CC(O)=O>[CH: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)([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 24408BromineHCID 18379873HCID 18379873, compoundHCID 21226129Dichloromethane methanol

Product 1

HCID 18379805HCID 18379805, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of 3-isopropyl-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 1.1 g (4.0 mmol, 47%) 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-c6bf275581654ed8bb3f58254958255b
Source dataset
uspto-grants-2001_11
Patent number
US06316637B1

Reaction notes

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