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

HRID 1902298Notes

Reaction equation

HRID 1902298 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

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

  1. customevaporated to dryness
  2. dissolutionThe residue was dissolved in a 33% w/v solution of methylamine in ethanol
  3. waitthe solution left at room temperature for 24 hours
  4. customevaporated to dryness
  5. customThe residue was recrystallised from ethanol

Sources & evidence

ORD record
ord-572ea257c285480faa6bf1489d260d48
Source dataset
uspto-grants-1982_12
Patent number
US04362728

Reaction notes

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