Potassium Carbonate → HCID 14677246, compound

HRID 1534661Notes

Reaction equation

HRID 1534661 reaction equation
CC(=[N:4][N:5]1[CH:9]=[N:8][NH:7][C:6]1=[O:10])C.C(=O)([O-])[O-].[K+].[K+].[CH3:17][O:18][C:19]1[CH:24]=[C:23]([O:25][CH3:26])[N:22]=[C:21](S(C)(=O)=O)[N:20]=1>C(#N)C>[NH2:4][N:5]1[CH:9]=[N:8][N:7]([C:21]2[N:22]=[C:23]([O:25][CH3:26])[CH:24]=[C:19]([O:18][CH3:17])[N:20]=2)[C:6]1=[O:10]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 8383634,6-Dimethoxy-2-(methylsulfonyl)pyrimidineHCID 14677245HCID 14677245, compound

Product 1

HCID 14677246HCID 14677246, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 7.0 g (0.05 mol) of 4-(1-methyl-ethylideneamino)-2 4-dihydro-3H-1,2,4-triazol-3-one, 21 g (0.15 mol) of potassium carbonate, 11.0 g (0.05 mol) of 4,6-dimethoxy2-methylsulphonyl-pyrimidine and 100 ml of acetonitrile is refluxed for 3 hours. After the mixture has cooled, it is filtered and the filtrate is concentrated, the residue is taken up in 100 ml of ethanol/water (vol. 1:1), and the mixture is stirred for 3 hours at 60° C. after 1 ml of concentrated hydrochloric acid has been added. The mixture is concentrated, the residue is then triturated with ethanol, and the product obtained in the form of crystals is isolated by filtering off with suction. 9.7 g (82% of theory) of 4-amino-2-(4,6-dimethoxy-pyrimidin-2-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one of melting point 238° C. are obtained.

Workup

  1. temperatureis refluxed for 3 hours
  2. temperatureAfter the mixture has cooled
  3. filtrationit is filtered
  4. concentrationthe filtrate is concentrated
  5. additionhas been added
  6. concentrationThe mixture is concentrated
  7. customthe residue is then triturated with ethanol
  8. customthe product obtained in the form of crystals
  9. customis isolated
  10. filtrationby filtering off with suction

Sources & evidence

ORD record
ord-d4a5cd79a37e4eeaa738b713af9b2320
Source dataset
uspto-grants-1992_02
Patent number
US05089627

Reaction notes

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