Benzoyl Peroxide → 2-(Bromomethyl)-3,5,6-trimethylpyrazine

HRID 633773Notes

Reaction equation

HRID 633773 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH3:9])=[N:4][C:3]=1[CH3:10].C1C(=O)N([Br:18])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:18][CH2:10][C:3]1[C:2]([CH3:1])=[N:7][C:6]([CH3:8])=[C:5]([CH3:9])[N:4]=1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 14296Tetramethylpyrazine2×HCID 67184N-bromobutanimide2×

Product 1

HCID 135849922-(Bromomethyl)-3,5,6-trimethylpyrazine

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Preferably, dehydrated tetramethylpyrazine is dissolved into CCl4 and then NBS is added at a mole ratio of tetramethylpyrazine to NBS=1:0.5. Adding a small amount of benzoylperoxide as the radical initiator is preferred. The reaction liquid is then refluxed to react for 10-12 h. 2-bromomethyl-3,5,6-trimethyl pyrazine is obtained as a pale-red half-oily substance after post-treatment purification.

Workup

  1. customThe reaction liquid
  2. temperatureis then refluxed
  3. customto react for 10-12 h

Sources & evidence

ORD record
ord-67b7fcb71fe94483b8d3271331b4754e
Source dataset
uspto-grants-2016_04
Patent number
US09321804B2

Reaction notes

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