HCID 19010307, compound → HCID 19010352, compound

HRID 1741610Notes

Reaction equation

HRID 1741610 reaction equation
[C:1]([N:4]1[C:8](=[O:9])[C:7]([CH:11]([CH3:13])[CH3:12])([CH3:10])[N:6]=[C:5]1[C:14]1[N+:23]([O-])=[C:22]([CH3:25])[CH:21]=[CH:20][C:15]=1[C:16]([O:18][CH3:19])=[O:17])(=[O:3])[CH3:2]>C(OC(=O)C)(=O)C>[C:16]([O:18][CH2:25][C:22]1[CH:21]=[CH:20][C:15]([C:16]([O:18][CH3:19])=[O:17])=[C:14]([C:5]2[N:4]([C:1](=[O:3])[CH3:2])[C:8](=[O:9])[C:7]([CH:11]([CH3:13])[CH3:12])([CH3:10])[N:6]=2)[N:23]=1)(=[O:17])[CH3:15]

Participants

3

Reactant 1

HCID 19010307HCID 19010307, compound

Product 1

HCID 19010352HCID 19010352, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A solution of 37.6 g of methyl 2-(1-acetyl-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-6-methylnicotinate-1-oxide in 350 mL of acetic anhydride is stirred and heated at reflux for 31/2 hours. The reaction is concentrated in vacuo, and the residue is chromatographed on silica gel using hexane-ethyl acetate as eluant to give the desired product as a solid. Recrystallization of the solid from methylene chloride-hexanes affords analytically pure material, mp 111°-112° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 31/2 hours
  3. concentrationThe reaction is concentrated in vacuo
  4. customthe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-65778453344a4bd3b404c4b8544ebbe8
Source dataset
uspto-grants-1994_08
Patent number
US05334576

Reaction notes

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