Tetramethylpyrazine → 2-(Bromomethyl)-3,5,6-trimethylpyrazine

HRID 633772Notes

Reaction equation

HRID 633772 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>>[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

3

Reactant 2

HCID 14296Tetramethylpyrazine2×HCID 67184N-bromobutanimide2×

Product 1

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

Procedure

Dehydrated tetramethylpyrazine is dissolved into an organic solvent and then NBS is added at a mole ratio of tetramethylpyrazine to NBS=1:(0.5-0.7). 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-7b9ad5099fe44d34abccace552641f4e
Source dataset
uspto-grants-2016_04
Patent number
US09321804B2

Reaction notes

Loading…