2-(Methylthio)pyrimidin-4-amine → 4-[3-(2,2,2-Trifluoroethyl)thioureido]-2-methylthiopyrimidine

HRID 34787

Reaction equation

HRID 34787 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([S:8][CH3:9])[N:3]=1.[F:10][C:11]([F:17])([F:16])[CH2:12][N:13]=[C:14]=[S:15]>C(#N)C>[F:10][C:11]([F:17])([F:16])[CH2:12][NH:13][C:14](=[S:15])[NH:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([S:8][CH3:9])[N:3]=1

Participants

4

Reactant 2

HCID 2592252-(Methylthio)pyrimidin-4-amineHCID 138837771,1,1-Trifluoro-2-isothiocyanatoethane

Product 1

HCID 542472784-[3-(2,2,2-Trifluoroethyl)thioureido]-2-methylthiopyrimidineYield 51.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 4-amino-2-methylthiopyrimidine (2.1 g.), 2,2,2-trifluoroethylisothiocyanate (2.8 g.) and acetonitrile (5 ml.) was stirred at 70° for 72 hours and then cooled, and the solid that crystallised was collected to give 4-[3-(2,2,2-trifluoroethyl)thioureido]-2-methylthiopyrimidine (2.15 g.) which was used without further purification.

Workup

  1. temperaturecooled
  2. customthe solid that crystallised
  3. customwas collected

Sources & evidence

ORD record
ord-7d02c212b0174ca7822449c59ef637eb
Source dataset
uspto-grants-1988_08
Patent number
US04762932

Linked notes

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