Ethanol → HCID 20548235, compound

HRID 2059062Notes

Reaction equation

HRID 2059062 reaction equation
[Cl-].[CH2:2]([O:4][C:5]([C:7]1[C:12](=[O:13])[N:11]2[CH:14]([CH3:23])[CH2:15][CH2:16][C:17](=[CH:18][N+](Cl)(C)C)[C:10]2=[N:9][CH:8]=1)=[O:6])[CH3:3].[C:24]([O-])(=[O:26])[CH3:25].[Na+].C([OH:31])C>>[CH2:2]([O:4][C:5]([C:7]1[C:12](=[O:13])[N:11]2[CH:14]([CH3:23])[CH2:15][CH2:16][C:17]([C:18]([O:26][CH2:24][CH3:25])=[O:31])=[C:10]2[NH:9][CH:8]=1)=[O:6])[CH3:3]

Participants

4

Reactant 3

HCID 702EthanolHCID 517045Sodium AcetateHCID 178469682HCID 178469682, compound

Product 1

HCID 20548235HCID 20548235, compoundYield 60%

Procedure

A solution of 1.8 g. of 3-ethoxycarbonyl-6-methyl-9-[(chloro-N,N-dimethylammonio)-methylene]-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine chloride and 5 mmoles of sodium acetate in 5 ml. of anhydrous ethanol is allowed to stand for 24 hours at room temperature and the precipitated sodium chloride is filtered and the filtrate is evaporated. The residue is dissolved in water and the pH of the solution is adjusted to 7 by adding sodium hydrogen carbonate. The precipitated crystals are filtered, washed with water and dried. 0.92 g. (60%) of 3,9-diethoxycarbonyl-6-methyl-4-oxo-1,6,7,8-tetrahydro-4H-pyrido[1,2-a]pyrimidine is obtained, melting point: 138°-140° C.

Workup

  1. filtrationthe precipitated sodium chloride is filtered
  2. customthe filtrate is evaporated
  3. dissolutionThe residue is dissolved in water
  4. additionby adding sodium hydrogen carbonate
  5. filtrationThe precipitated crystals are filtered
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-db442affde0d4e9fba82a66593d5c201
Source dataset
uspto-grants-1982_03
Patent number
US04321377

Reaction notes

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