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

HRID 978390Notes

Reaction equation

HRID 978390 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-687253de6f294ee3a6c5f652a8361c71
Source dataset
uspto-grants-1987_05
Patent number
US04665073

Reaction notes

Loading…