Dimethylamine → 2-Amino-3-dimethylamino-6-(p-fluorophenyl)-5-oxo-2,5-dihydro-1,2,4-triazine

HRID 544530Notes

Reaction equation

HRID 544530 reaction equation
[NH2:1][N:2]1[C:7](SC)=[N:6][C:5](=[O:10])[C:4]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)=[N:3]1.[CH3:18][NH:19][CH3:20]>C(#N)C>[NH2:1][N:2]1[C:7]([N:19]([CH3:20])[CH3:18])=[N:6][C:5](=[O:10])[C:4]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)=[N:3]1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 15586997HCID 15586997, compound

Product 1

HCID 155869992-Amino-3-dimethylamino-6-(p-fluorophenyl)-5-oxo-2,5-dihydro-1,2,4-triazineYield 53%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2-Amino-3-methylthio-6-(p-fluorophenyl)-5-oxo-2,5-dihydro-1,2,4-triazine (1.0 g) was added to a mixture of an aqueous solution of 40% dimethylamine (5 ml) and acetonitrile (10 ml), and the resultant mixture was heated under reflux for 1 hour. After completion of the reaction, the resultant mixture was evaporated to dryness under reduced pressure to give a crude product. Recrystallization of the crude product from acetone gave 0.7 g of 2-amino-3-dimethylamino-6-(p-fluorophenyl)-5-oxo-2,5-dihydro-1,2,4-triazine in 53% yield. M.P., 212° C.

Workup

  1. temperatureunder reflux for 1 hour
  2. customAfter completion of the reaction
  3. customthe resultant mixture was evaporated to dryness under reduced pressure
  4. customto give a crude product
  5. customRecrystallization of the crude product from acetone

Sources & evidence

ORD record
ord-82923bea0d4b4402b853a3611c99e0d2
Source dataset
uspto-grants-1984_05
Patent number
US04451283

Reaction notes

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