Cyanuric chloride → HCID 85672265, compound

HRID 1816860Notes

Reaction equation

HRID 1816860 reaction equation
Br[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=1.[Mg].[N:11]1[C:18]([Cl:19])=[N:17][C:15](Cl)=[N:14][C:12]=1[Cl:13]>C1COCC1>[Cl:13][C:12]1[N:11]=[C:18]([Cl:19])[N:17]=[C:15]([C:2]2[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=2)[N:14]=1

Participants

5

Reactant 3

HCID 7954Cyanuric chlorideHCID 162634-BromostyreneHCID 5462224Magnesium

Product 1

HCID 85672265HCID 85672265, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
30 °C

Procedure

A solution formed by dissolving 4-bromostyrene (18.3 g, 0.1 mol) and magnesium (2.64 g, 0.11 mol) into THF (200 mL) was stirred at 30° C. for two hours, and then, refluxed for two hours. This solution was added to a solution of cyanuric chloride (21.58 g, 0.120 mol) into THF (200 mL) at −20° C., and the mixture was stirred at −20° C. for five hours. The solvent was distilled off under a reduced pressure, the remaining solid was dissolved into dichloromethane and washed with water twice. The organic layer was dried over anhydride MgSO4, and the solvent was distilled off.

Workup

  1. customA solution formed
  2. temperaturerefluxed for two hours
  3. stirringthe mixture was stirred at −20° C. for five hours
  4. distillationThe solvent was distilled off under a reduced pressure
  5. dissolutionthe remaining solid was dissolved into dichloromethane
  6. washwashed with water twice
  7. dry with materialThe organic layer was dried over anhydride MgSO4
  8. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-3e4f134a9bff4b51980c50faa3c02415
Source dataset
uspto-grants-2009_10
Patent number
US07597980B2

Reaction notes

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