Hydrochloric Acid → HCID 14075271, compound

HRID 2107886Notes

Reaction equation

HRID 2107886 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:10](=[O:11])[CH:9]=[C:8]([CH3:12])O[C:6]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:4].CO.[CH3:21][NH2:22].Cl>O.C(O)(=O)C>[CH3:21][N:22]1[C:8]([CH3:12])=[CH:9][C:10](=[O:11])[C:5]([C:3]([O:2][CH3:1])=[O:4])=[C:6]1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 6329MethylamineHCID 14075270HCID 14075270, compound

Product 1

HCID 14075271HCID 14075271, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

3.8 gms of 3-methoxycarbonyl-6-methyl-2-phenyl-4-pyrone, 33.3 ml of methanol, 13.3 mls of 40% aqueous methylamine and 2 mls of glacial acetic acid are mixed in a stoppered flask at room temperature and stored for 18 hours. The reaction mixture is then poured into approximately 100 ml of water and the pH is adjusted to 5 (addition of dilute HCl). Extraction with methylene chloride (3×50 mls) and evaporation of the organic solvent yields 3.0 gms of methyl 1,6-dimethyl-2-phenyl-4-oxonicotinate as a crystalline solid. mp (methylene chloride/ether)=226-8.

Workup

  1. extractionExtraction
  2. customwith methylene chloride (3×50 mls) and evaporation of the organic solvent

Sources & evidence

ORD record
ord-283b2f66233a4ab5a586d92cd8452785
Source dataset
uspto-grants-1990_06
Patent number
US04936904

Reaction notes

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