Ammonia → 2-(2,2,2-Trifluoroethyl)guanidino-6-chloropyrazine

HRID 544579Notes

Reaction equation

HRID 544579 reaction equation
[Cl:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([NH:8][C:9]([NH:11][CH2:12][C:13]([F:16])([F:15])[F:14])=S)[N:3]=1.[NH3:17]>>[Cl:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([NH:8][C:9]([NH2:17])=[N:11][CH2:12][C:13]([F:16])([F:15])[F:14])[N:3]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 544834192-Chloro-6-(3-[2,2,2-trifluoroethyl]thioureido)pyrazine

Product 1

HCID 212987082-(2,2,2-Trifluoroethyl)guanidino-6-chloropyrazine

Procedure

To a solution of 2-chloro-6-(3-[2,2,2-trifluoroethyl]thioureido)pyrazine (0.7 g.) in alcoholic ammonia (35 ml.) was added yellow mercuric oxide (0.65 g.) and the mixture stirred overnight at room temperature. The mixture was filtered and the filtrate evaporated. The residue was recrystallised from toluene/petroleum ether (b.p. 60°-80°) to give 2-chloro-6-(2-[2,2,2-trifluoroethyl]guanidino)pyrazine (0.5 g.), m.p. 139°-140°.

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate evaporated
  3. customThe residue was recrystallised from toluene/petroleum ether (b.p. 60°-80°)

Sources & evidence

ORD record
ord-b46aaff555dd46759199644c85e0f191
Source dataset
uspto-grants-1984_05
Patent number
US04451463

Reaction notes

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