Acetic Acid → HCID 70373641, compound

HRID 1089070Notes

Reaction equation

HRID 1089070 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.C[NH2:30]>CO.O>[C:1]1([C:7]2[CH:12]([C:11](=[O:18])[CH:10]=[C:9]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[N:30]=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 70373641HCID 70373641, 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-4-oxonicotinate which was recrystallized from methylene chloride/ether. mp=177°-179°

Workup

  1. extractionextracted with methylene chloride
  2. customEvaporation

Sources & evidence

ORD record
ord-f27f38ff16324cec827d2d7faf5290d2
Source dataset
uspto-grants-1990_10
Patent number
US04964896

Reaction notes

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