Sodium Carbonate → 5-Oxo-8-ethyl-5,8-dihydro-pyrido(2,3-d)pyrimidine-6-carboxylic acid

HRID 258688Notes

Reaction equation

HRID 258688 reaction equation
[O:1]=[C:2]1[C:11]2[CH:10]=[N:9][CH:8]=[N:7][C:6]=2[N:5]([CH2:12][CH3:13])[CH:4]=[C:3]1[C:14]([O:16]CC)=[O:15].C([O-])([O-])=O.[Na+].[Na+]>C(O)(=O)C>[O:1]=[C:2]1[C:11]2[CH:10]=[N:9][CH:8]=[N:7][C:6]=2[N:5]([CH2:12][CH3:13])[CH:4]=[C:3]1[C:14]([OH:16])=[O:15]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 227568395-Oxo-6-carbethoxy-8-ethyl-5,8-dihydro-pyrido(2,3-d)pyrimidine

Product 1

HCID 227568245-Oxo-8-ethyl-5,8-dihydro-pyrido(2,3-d)pyrimidine-6-carboxylic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

0.6 g. of this ester and 10 cm3 of a 10% solution of Na2CO3 are heated under reflux for 20 minutes. After cooling, the solution is acidified by means of acetic acid. The precipitate (0.5 g.) is filtered off and recrystallised from water. 0.2 g. of 5-oxo-8-ethyl-5,8-dihydro-pyrido(2,3-d)pyrimidine-6-carboxylic acid is obtained, melting point 225° C. (decomposition).

Workup

  1. temperatureunder reflux for 20 minutes
  2. temperatureAfter cooling
  3. filtrationThe precipitate (0.5 g.) is filtered off
  4. customrecrystallised from water

Sources & evidence

ORD record
ord-b47ace057db945e5bce2bb1787c5afc8
Source dataset
uspto-grants-1977_07
Patent number
US04034094

Reaction notes

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