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4-[2-(2,2,2-Trifluoroethyl)guanidino]-2-(2-aminoethylthio)pyrimidine → HCID 178485055, compound

HRID 34796
Notes
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Reaction equation

HRID 34796 reaction equation
[F:1][C:2]([F:19])([F:18])[CH2:3][N:4]=[C:5]([NH2:17])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH2:14][CH2:15][NH2:16])[N:8]=1>C(#N)C>[F:19][C:2]([F:1])([F:18])[CH2:3][N:4]=[C:5]([NH2:17])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH2:14][CH2:15][NH:16][C:7]([NH:8][CH3:9])=[N:6][C:5]#[N:4])[N:8]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 212988314-[2-(2,2,2-Trifluoroethyl)guanidino]-2-(2-aminoethylthio)pyrimidine

Product 1

HCID 178485055HCID 178485055, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-(2-aminoethylthio)pyrimidine (0.25 g.), acetonitrile (5 ml.) and dimethyl(cyanoimido)dithiocarbonate (0.12 g.) was left at room temperature for 24 hours and then evaporated to dryness. The residue was dissolved in a 33% w/v solution of methylamine in ethanol, and the solution left at room temperature for 24 hours and then evaporated to dryness. The residue was recrystallised from ethanol to give 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-[2-(2-cyano-3-methylguanidino)ethylthio]pyrimidine, m.p. 218°-221°.

Workup

  • customevaporated to dryness
  • dissolutionThe residue was dissolved in a 33% w/v solution of methylamine in ethanol
  • waitthe solution left at room temperature for 24 hours
  • customevaporated to dryness
  • customThe residue was recrystallised from ethanol
  • Sources & evidence

    ORD record
    ord-638bc476f33c4eb48f4435ae3495cfd5
    Source dataset
    uspto-grants-1988_08
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04762932

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes