Acetonitrile → HCID 86719632, compound

HRID 922632Notes

Reaction equation

HRID 922632 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][CH3:14].[K+].[Br-].BrCC[C:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:23]=[CH:22][CH:21]=1.[C:30](#N)[CH3:31]>>[Br-:10].[CH2:11]([N+:3]1[C:2]([Cl:1])=[C:6]([Cl:7])[N:5]([C:28]2[C:29]3[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:25]=[CH:26][C:27]=2[CH2:30][CH3:31])[CH:4]=1)[CH2:12][CH2:13][CH3:14]

Participants

7

Reactant 6

HCID 6342AcetonitrileHCID 8002Butyl bromideHCID 14797Potassium HydroxideHCID 1395411-(2-Bromoethyl)naphthaleneHCID 1400184,5-DichloroimidazoleHCID 253877Potassium Bromide

Product 1

HCID 86719632HCID 86719632, compound

Procedure

4,5-Dichloroimidazole (1.23 g, 9 mmol) will be dissolved into acetonitrile. Potassium hydroxide (0.61 g, 9.9 mmol) will be added and the mixture will be allowed to stir for 0.5 h. 1-bromobutane (9 mmol) will be added and the solution will be allowed to reflux overnight. The solution will be filtered hot to remove a white precipitate (presumed to be KBr) and 1-(2-bromoethyl)naphthalene (9 mmol) will be added and the mixture will be returned to reflux overnight. The mixture will be allowed to cool to room temperature, and the volatiles will be removed en vacuo resulting in the product.

Workup

  1. temperatureto reflux overnight
  2. filtrationThe solution will be filtered hot
  3. additionwill be added
  4. temperatureto reflux overnight
  5. customthe volatiles will be removed en vacuo
  6. customresulting in the product

Sources & evidence

ORD record
ord-8b60f9917d774b9981233fa655e01bba
Source dataset
uspto-grants-2016_03
Patent number
US09278951B2

Reaction notes

Loading…