Ammonia → HCID 18379811, compound

HRID 429560Notes

Reaction equation

HRID 429560 reaction equation
[CH:1]1([N:6]2[C:10]3[CH:11]=[C:12]([NH2:15])[CH:13]=[CH:14][C:9]=3[N:8]=[CH:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[Br:16]Br.N.CO.C(Cl)Cl>CC(O)=O>[CH:1]1([N:6]2[C:10]3[C:11]([Br:16])=[C:12]([NH2:15])[CH:13]=[CH:14][C:9]=3[N:8]=[CH:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 24408BromineHCID 18379880HCID 18379880, compoundHCID 21226129Dichloromethane methanol

Product 1

HCID 18379811HCID 18379811, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of 3-cyclopentyl-5-aminobenzimidazole (1.0 g, 5.0 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 0.70 g (2.5 mmol, 50%) 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-6d91c9472e6a4d308bf4ceaf7ad2b1c5
Source dataset
uspto-grants-2001_11
Patent number
US06316637B1

Reaction notes

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