Acetic Acid → HCID 19010306, compound

HRID 1741611Notes

Reaction equation

HRID 1741611 reaction equation
C([O:4][CH2:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[C:8]([C:16]2[N:17](C(=O)C)[C:18](=[O:25])[C:19]([CH:22]([CH3:24])[CH3:23])([CH3:21])[N:20]=2)[N:7]=1)(=O)C.C[O-].[Na+].C(O)(=O)C>CO>[OH:4][CH2:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[C:8]([C:16]2[NH:17][C:18](=[O:25])[C:19]([CH:22]([CH3:23])[CH3:24])([CH3:21])[N:20]=2)[N:7]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 10942334Sodium MethoxideHCID 19010352HCID 19010352, compound

Product 1

HCID 19010306HCID 19010306, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 16.7 g of methyl 6-acetoxymethyl-2-(1-acetyl-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)nicotinate in 125 mL methanol containing 0.7 g of sodium methoxide is stirred at room temperature for 16 hours. The solution is adjusted to pH 5 with acetic acid and concentrated in vacuo. The residue is chromatographed on silica gel using ether-methanol as eluant to give the desired product as a solid. Recrystallization from methylene chloride-hexane gives analytically pure material, mp 115°-118° C.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-a4559ce024ee469f9e7d8dca01990c3c
Source dataset
uspto-grants-1994_08
Patent number
US05334576

Reaction notes

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