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

HRID 544578Notes

Reaction equation

HRID 544578 reaction equation
[F:1][C:2]([F:8])([F:7])[CH2:3][N:4]=[C:5]=[S:6].[NH2:9][C:10]1[CH:15]=[N:14][CH:13]=[C:12]([Cl:16])[N:11]=1>C(#N)C>[Cl:16][C:12]1[CH:13]=[N:14][CH:15]=[C:10]([NH:9][C:5]([NH:4][CH2:3][C:2]([F:8])([F:7])[F:1])=[S:6])[N:11]=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

2,2,2-Trifluoroethylisothiocyanate (6 ml.) was added to 2-amino-6-chloropyrazine (6 g.) in acetonitrile (50 ml.) and the mixture heated under reflux on the steam bath for 6 hours. On cooling the precipitated solid was recrystallised from toluene to give 2-chloro-6-(3-[2,2,2-trifluoroethyl]thioureido)pyrazine, m.p. 170°-172°.

Workup

  1. temperaturethe mixture heated
  2. temperatureunder reflux on the steam bath for 6 hours
  3. temperatureOn cooling the precipitated solid
  4. customwas recrystallised from toluene

Sources & evidence

ORD record
ord-ef5b275e22484a1295d2fff26fe41d53
Source dataset
uspto-grants-1984_05
Patent number
US04451463

Reaction notes

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