Dimethylamine → 3-Chloro-N,N-dimethylpyrazin-2-amine

HRID 1764326Notes

Reaction equation

HRID 1764326 reaction equation
Cl[C:2]1[C:7]([Cl:8])=[N:6][CH:5]=[CH:4][N:3]=1.[CH3:9][NH:10][CH3:11]>>[Cl:8][C:7]1[C:2]([N:10]([CH3:11])[CH3:9])=[N:3][CH:4]=[CH:5][N:6]=1

Participants

3

Reactant 2

HCID 674DimethylamineHCID 785752,3-Dichloropyrazine

Product 1

HCID 204834273-Chloro-N,N-dimethylpyrazin-2-amine

Procedure

74 g of 2,3-dichloro-pyrazine are added dropwise over the course of 15 minutes, whilst stirring, to 350 ml of a 40% strength aqueous solution of dimethylamine. Whilst doing so, the reaction temperature is kept at 30° C. by cooling. When the exothermic reaction has subsided the mixture is stirred for a further 15 hours at room temperature. The reaction mixture is then extracted by shaking with ether. The ether extracts are washed with water until neutral, dried over sodium sulphate and evaporated in a waterpump vacuum. The residue is distilled in a waterpump vacuum. 2-Chloro-3-dimethylamino-pyrazine, boiling point 100°-102° C./10 mm Hg, is thus obtained.

Workup

  1. customis kept at 30° C.
  2. temperatureby cooling
  3. customWhen the exothermic reaction
  4. extractionThe reaction mixture is then extracted
  5. stirringby shaking with ether
  6. washThe ether extracts are washed with water until neutral,
  7. dry with materialdried over sodium sulphate
  8. customevaporated in a waterpump vacuum
  9. distillationThe residue is distilled in a waterpump vacuum

Sources & evidence

ORD record
ord-88c911506b084ede83a0109a2e900b21
Source dataset
uspto-grants-1978_09
Patent number
US04115575

Reaction notes

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