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

HRID 543769Notes

Reaction equation

HRID 543769 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 was stirred at room temperature overnight. The mixture was filtered and the filtrate evaporated in vacuo to give a pale yellow solid. Recrystallisation from toluene/petroleum ether (b.p. 60°-80°) gave 2-chloro-6-(2-[2,2,2-trifluoroethyl]guanidino)pyrazine, m.p. 139°-140°.

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate evaporated in vacuo
  3. customto give a pale yellow solid
  4. customRecrystallisation from toluene/petroleum ether (b.p. 60°-80°)

Sources & evidence

ORD record
ord-55de7fce933240129ce46c6fcf3577e3
Source dataset
uspto-grants-1984_05
Patent number
US04447441

Reaction notes

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