Acetic Acid → HCID 14075368, compound

HRID 2107916Notes

Reaction equation

HRID 2107916 reaction equation
[C:1]1([C:7]2O[C:9]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:10][C:11](=[O:18])[C:12]=2[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(=O)C.[CH3:29][NH2:30]>CO.O>[C:1]1([C:7]2[N:30]([CH3:29])[C:9]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:10][C:11](=[O:18])[C:12]=2[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 6329MethylamineHCID 14075266HCID 14075266, compound

Product 1

HCID 14075368HCID 14075368, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

3.5 gms of 2,6-diphenyl-3-ethoxycarbonyl-4-pyrone was dissolved in 33 mls of methanol. 2 mls of glacial acetic acid was added. 13.3 mls of 40% aqueous methylamine was then added very slowly at room temperature. After 6 hours the reaction mixture was diluted with 200 mls of water and extracted with methylene chloride. Evaporation yielded 3.5 gms of ethyl 2,6-diphenyl-1-methyl-4-oxonicotinate which was recrystallized from methylene chloride/ether. mp=177°-9°.

Workup

  1. extractionextracted with methylene chloride
  2. customEvaporation

Sources & evidence

ORD record
ord-38c05466aec8425ea80cb67097f13c4c
Source dataset
uspto-grants-1990_06
Patent number
US04936904

Reaction notes

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