2-Amino-6-Chloropyrazine → 2-Chloro-6-(3-[2,2,2-trifluoroethyl]thioureido)pyrazine

HRID 543768Notes

Reaction equation

HRID 543768 reaction equation
[NH2:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.[F:9][C:10]([F:16])([F:15])[CH2:11][N:12]=[C:13]=[S:14]>C(#N)C>[Cl:8][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([NH:1][C:13]([NH:12][CH2:11][C:10]([F:16])([F:15])[F:9])=[S:14])[N:3]=1

Participants

4

Reactant 2

HCID 1184582-Amino-6-ChloropyrazineHCID 138837771,1,1-Trifluoro-2-isothiocyanatoethane

Product 1

HCID 544834192-Chloro-6-(3-[2,2,2-trifluoroethyl]thioureido)pyrazine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 2-amino-6-chloropyrazine (6 g.) in acetonitrile (50 ml.) was added 2,2,2-trifluoroethylisothiocyanate (6 ml.) and the mixture heated under reflux on a steam bath for 6 hours. The mixture was allowed to cool, the resulting solid filtered and recrystallised from toluene to give 2-chloro-6-(3-[2,2,2-trifluoroethyl]thioureido)pyrazine.

Workup

  1. temperaturethe mixture heated
  2. temperatureunder reflux on a steam bath for 6 hours
  3. temperatureto cool
  4. filtrationthe resulting solid filtered
  5. customrecrystallised from toluene

Sources & evidence

ORD record
ord-d24acde6c62449f9ba4d0a7313afc184
Source dataset
uspto-grants-1984_05
Patent number
US04447441

Reaction notes

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