Potassium Carbonate → 5-(2,3-dichlorophenyl)-1-(2-fluoroethyl)-1H-tetrazole

HRID 362295Notes

Reaction equation

HRID 362295 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[NH:13][N:12]=[N:11][N:10]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:21][CH2:22][F:23]>C(#N)C>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[N:13]([CH2:21][CH2:22][F:23])[N:12]=[N:11][N:10]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 129822-Fluoroethyl bromideHCID 178478067HCID 178478067, compound

Product 1

HCID 153904625-(2,3-dichlorophenyl)-1-(2-fluoroethyl)-1H-tetrazoleYield 65.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 100 mL of acetonitrile was added 5 g of 5-(2,3-dichlorophenyl)-1H-tetrazole (Lancester Synthesis Inc., Windham, N.H.) followed by 2.5 g of potassium carbonate. After stirring for 15 min, 5 g of 1-bromo-2-fluoroethane was added dropwise. After the addition, the resulting mixture was then heated to reflux for 3 hours and then filtered. The solvent was then evaporated under reduced pressure leaving 4 g of 5-(2,3-dichlorophenyl)-1-(2-fluoroethyl)-1H-tetrazole as an oil.

Workup

  1. additionAfter the addition
  2. temperaturethe resulting mixture was then heated
  3. temperatureto reflux for 3 hours
  4. filtrationfiltered
  5. customThe solvent was then evaporated under reduced pressure

Sources & evidence

ORD record
ord-1fde1cd8b4804562b3f057ee8c4a09a2
Source dataset
uspto-grants-1999_02
Patent number
US05869504

Reaction notes

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