Hydrogen Bromide → HCID 86719712, compound

HRID 922674Notes

Reaction equation

HRID 922674 reaction equation
[Cl:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[Cl:7].[OH-].[K+].[Br:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17].Br[CH2:20][C:21]1[CH:30]=[CH:29][C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=1.Br>C(#N)C>[Br-:10].[C:16]([CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][N:3]1[C:2]([Cl:1])=[C:6]([Cl:7])[N+:5]([CH2:20][C:21]2[CH:30]=[CH:29][C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:22]=2)=[CH:4]1)([OH:18])=[O:17]

Participants

7

Reactant 5

HCID 260Hydrogen BromideHCID 14797Potassium HydroxideHCID 202106-Bromohexanoic acidHCID 703202-BromomethylnaphthaleneHCID 1400184,5-Dichloroimidazole

Product 1

HCID 86719712HCID 86719712, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4,5-dichloroimidazole (1.00 g, 7.36 mmol) was dissolved in acetonitrile. Potassium hydroxide (0.828 g, 14.72 mmol) was added to the solution and allowed to reflux for 30 min. 1 equivalent of 6-bromohexanoic acid (1.44 g, 7.36 mmol) was added to the solution and refluxed for 5 h. Solution was filtered to remove the KBr precipitate and placed back onto reflux. An equivalent of 2-(bromomethyl)naphthalene (1.63 g, 7.36 mmol) was added to solution and refluxed for 2.5 h. The solution was neutralized with 6M HBr, volatiles removed in vacuo, and the resulting product will be collected and analyzed.

Workup

  1. temperatureto reflux for 30 min
  2. temperaturerefluxed for 5 h
  3. filtrationSolution was filtered
  4. customto remove the KBr precipitate
  5. temperatureonto reflux
  6. temperaturerefluxed for 2.5 h
  7. customvolatiles removed in vacuo
  8. customthe resulting product will be collected

Sources & evidence

ORD record
ord-b2feeeffd7e24a4cba65a46900824309
Source dataset
uspto-grants-2016_03
Patent number
US09278951B2

Reaction notes

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