Acetic Acid → 4-Methoxy-6-methyl-2-(1,2,4-triazol-1-ylmethylamino)pyrimidine

HRID 34866

Reaction equation

HRID 34866 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([CH3:10])[N:3]=1.[NH:11]1[CH:15]=[N:14][CH:13]=[N:12]1.C=O.[C:18](O)(=O)C>CO>[CH3:9][O:8][C:6]1[CH:5]=[C:4]([CH3:10])[N:3]=[C:2]([NH:1][CH2:18][N:11]2[CH:15]=[N:14][CH:13]=[N:12]2)[N:7]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 92571H-1,2,4-TriazoleHCID 5872364-Methoxy-6-methylpyrimidin-2-amine

Product 1

HCID 230432324-Methoxy-6-methyl-2-(1,2,4-triazol-1-ylmethylamino)pyrimidine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

With stirring, a mixture of 13.9 g (0.1 mole) of 2-amino-4-methoxy-6-methylpyrimidine, 7 g (0.1 mole) of 1,2,4-triazole, 9.4 g (0.11 mole) of aqueous 35% formaldehyde and 1 g of acetic acid in 100 ml of methanol is refluxed for 11/2 hours. First a clear solution forms, from which the reaction product precipitates in crystalline form after a time. After the reaction mixture has cooled, the crystalline title compound is filtered with suction and dried. Yield: 14 g. Melting point: 191°-193° C.

Workup

  1. temperatureis refluxed for 11/2 hours
  2. customFirst a clear solution forms, from which the reaction product precipitates in crystalline form after a time
  3. temperatureAfter the reaction mixture has cooled
  4. filtrationthe crystalline title compound is filtered with suction
  5. customdried

Sources & evidence

ORD record
ord-3db3d2bd444c48ce94a338689e4a7c66
Source dataset
uspto-grants-1988_08
Patent number
US04764203

Linked notes

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