Ammonia → HCID 18379812, compound

HRID 2299135Notes

Reaction equation

HRID 2299135 reaction equation
[CH:1]1([CH2:7][N:8]2[C:12]3[CH:13]=[CH:14][C:15]([NH2:17])=[CH:16][C:11]=3[N:10]=[CH:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Br:18]Br.N.CO.C(Cl)Cl>CC(O)=O>[CH:1]1([CH2:7][N:8]2[C:12]3[CH:13]=[CH:14][C:15]([NH2:17])=[C:16]([Br:18])[C:11]=3[N:10]=[CH:9]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 24408BromineHCID 18379855HCID 18379855, compoundHCID 21226129Dichloromethane methanol

Product 1

HCID 18379812HCID 18379812, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of 1-cyclohexylmethyl-5-aminobenzimidazole (2.5 g, 11 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 1.37 g (4.3 mmol, 40%) 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-f3a1a97822ff4c909c6e57be60ba9932
Source dataset
uspto-grants-2002_12
Patent number
US06495583B1

Reaction notes

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