Cyanuric chloride → 2,4-Dichloro-6-methyl-1,3,5-triazine

HRID 1678436Notes

Reaction equation

HRID 1678436 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4](Cl)[N:3]=1.[CH3:10][Mg]Br>C1COCC1>[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([CH3:10])[N:3]=1

Participants

4

Reactant 2

HCID 7954Cyanuric chlorideHCID 178418573HCID 178418573, compound

Product 1

HCID 160832,4-Dichloro-6-methyl-1,3,5-triazine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a THF (8 ml) solution of 2,4,6-trichloro-1,3,5-triazine (300 mg, 1.63 mmol, 1.00 equiv) at 0° C., methylmagnesium bromide (0.596 ml, 1.79 mmol, 1.10 equiv) was added. The reaction was allowed to warm to room temperature and stirring was continued overnight. The reaction was quenched by addition of water. The product was extracted with ethyl acetate; washed with sat sodium chloride; dried with sodium sulfate; filtered and concentrated under reduced pressure to afford the title compound. The crude product was carried forward. MS (ES+): m/e 186.1 [M+Na]+.

Workup

  1. customThe reaction was quenched by addition of water
  2. extractionThe product was extracted with ethyl acetate
  3. washwashed with sat sodium chloride
  4. dry with materialdried with sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8b593b69e89b4410a8e9ec5f9a1cc77d
Source dataset
uspto-grants-2011_08
Patent number
US08008483B2

Reaction notes

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