Methanol → 3,5-Dimethoxypyrazin-2-amine

HRID 66749Notes

Reaction equation

HRID 66749 reaction equation
[NH2:1][C:2]1[C:7]([O:8][CH3:9])=[N:6][C:5](Br)=[CH:4][N:3]=1.[Na].[CH3:12][OH:13]>O>[NH2:1][C:2]1[C:7]([O:8][CH3:9])=[N:6][C:5]([O:13][CH3:12])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 5360545SodiumHCID 113447242-Amino-5-bromo-3-methoxypyrazine

Product 1

HCID 205289233,5-Dimethoxypyrazin-2-amine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 0.1 mole of 2-amino-3-methoxy-5-bromopyrazine and 0.1 mole of sodium in 160 ml. of anhydrous methanol is refluxed 5-10 hours and poured into water. The product is extracted with ether or chloroform and recrystallized from a suitable solvent such as ethanol to give 2-amino-3,5-dimethoxypyrazine.

Workup

  1. extractionThe product is extracted with ether or chloroform
  2. customrecrystallized from a suitable solvent such as ethanol

Sources & evidence

ORD record
ord-e7563763c7f34dd39423bae8421d0059
Source dataset
uspto-grants-1982_08
Patent number
US04343802

Reaction notes

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