Thiophenol → 2-Chloro-3-(phenylsulfanyl)pyrazine

HRID 1764349Notes

Reaction equation

HRID 1764349 reaction equation
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:8][C:9]1[C:14](Cl)=[N:13][CH:12]=[CH:11][N:10]=1.C[O-].[Na+]>C(O)C>[Cl:8][C:9]1[C:14]([S:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[N:13][CH:12]=[CH:11][N:10]=1

Participants

5

Reactant 3

HCID 7969ThiophenolHCID 785752,3-DichloropyrazineHCID 10942334Sodium Methoxide

Product 1

HCID 158896712-Chloro-3-(phenylsulfanyl)pyrazine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

22 g (0.2 mol) of thiophenol and 29.8 g (0.2 mol) of 2,3-dichloropyrazine are successively added dropwise to a solution of 10.8 g (0.2 mol) of sodium methylate in 200 ml of ethanol and the mixture is stirred for 1 hour. The reaction mixture is then cooled to 0° C. and the reaction product which has precipitated is filtered off and washed with ethanol and water. After drying, 2-chloro-3-phenylthiopyrazine, melting point 100°-111° C., is obtained.

Workup

  1. customthe reaction product which has precipitated
  2. filtrationis filtered off
  3. washwashed with ethanol and water
  4. customAfter drying

Sources & evidence

ORD record
ord-c9d6fc8559bc45ea91931cb2a1386e7e
Source dataset
uspto-grants-1978_09
Patent number
US04115575

Reaction notes

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