Hydrogen Bromide → HCID 178525437, compound

HRID 922681Notes

Reaction equation

HRID 922681 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][CH2:21][C:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24][CH:23]=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][CH2:21][C:22]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH:25]=[CH:24][CH:23]=2)=[CH:4]1)([OH:18])=[O:17]

Participants

7

Reactant 5

HCID 260Hydrogen BromideHCID 14797Potassium HydroxideHCID 202106-Bromohexanoic acidHCID 1395411-(2-Bromoethyl)naphthaleneHCID 1400184,5-Dichloroimidazole

Product 1

HCID 178525437HCID 178525437, 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 1-(2-bromoethyl)naphthalene (1.73 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-0fe3d6d3c79d410b91e62e5c7d3906e7
Source dataset
uspto-grants-2016_03
Patent number
US09278951B2

Reaction notes

Loading…