Ammonia → 1-Methyl-1,5-dihydropyrazolo(3,4-d)pyrimidin-4-one

HRID 1703623Notes

Reaction equation

HRID 1703623 reaction equation
C(O[CH:4]=[N:5][C:6]1[N:10]([CH3:11])[N:9]=[CH:8][C:7]=1[C:12]([O:14]CC)=O)C.[NH3:17]>C(O)C>[CH3:11][N:10]1[C:6]2[N:5]=[CH:4][NH:17][C:12](=[O:14])[C:7]=2[CH:8]=[N:9]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 867361415-[(Ethoxy-methylene)amino]-1-methyl-1h-pyrazole-4-carboxylic acid, ethyl ester

Product 1

HCID 1354397141-Methyl-1,5-dihydropyrazolo(3,4-d)pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

57.2 g. of 5 -[(ethoxymethylene)amino]-1-methyl-1H- pyrazole-4-carboxylic acid, ethyl ester are dissolved in 200 ml. of ethanol, 4.4 g. of ammonia are added and the reaction mixture is autoclaved at 60° for 40 hours. After cooling, the mixture is filtered and the residual 1-methyl-1,5-dihydro-4H-pyrazolo- [3,4-d]pyrimidin-4-one is crystallized from dimethylformamide, m.p. 289°-290° (yield 31 g. - 80.7%).

Workup

  1. temperatureAfter cooling
  2. filtrationthe mixture is filtered
  3. customthe residual 1-methyl-1,5-dihydro-4H-pyrazolo- [3,4-d]pyrimidin-4-one is crystallized from dimethylformamide, m.p. 289°-290° (yield 31 g. - 80.7%)

Sources & evidence

ORD record
ord-c4a8444eb5b24fa99e2c6e965916e8f7
Source dataset
uspto-grants-1978_11
Patent number
US04124764

Reaction notes

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