Ammonia → 4-[2-(2,2,2-Trifluoroethyl)guanidino]-2-methylthiopyrimidine

HRID 34788Notes

Reaction equation

HRID 34788 reaction equation
[F:1][C:2]([F:17])([F:16])[CH2:3][NH:4][C:5](=S)[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH3:14])[N:8]=1.[NH3:18]>CO>[F:1][C:2]([F:17])([F:16])[CH2:3][N:4]=[C:5]([NH2:18])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH3:14])[N:8]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 542472784-[3-(2,2,2-Trifluoroethyl)thioureido]-2-methylthiopyrimidine

Product 1

HCID 212798084-[2-(2,2,2-Trifluoroethyl)guanidino]-2-methylthiopyrimidine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-[3-(2,2,2-trifluoroethyl)thioureido]-2-methylthiopyrimidine (2.15 g.), methanol (100 ml.), saturated ethanolic ammonia (10 ml.) and yellow mercuric oxide (4.3 g.) was stirred at room temperature for 2 hours and then filtered. The filtrate was evaporated to dryness and the residue recrystallised from ethanol to give 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-methylthiopyrimidine (1.5 g.), m.p. 201°-202°.

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated to dryness
  3. customthe residue recrystallised from ethanol

Sources & evidence

ORD record
ord-08df52c1668844eb8a0d748ea6ac0aa9
Source dataset
uspto-grants-1988_08
Patent number
US04762932

Reaction notes

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