Imidazole → HCID 19990545, compound

HRID 346125Notes

Reaction equation

HRID 346125 reaction equation
[CH3:1][C:2]1([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[N:6]([C:7](Cl)=[O:8])[CH2:5][C:4]([CH3:11])([CH3:10])[O:3]1.[NH:18]1[CH:22]=[CH:21][N:20]=[CH:19]1.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[CH3:1][C:2]1([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[N:6]([C:7]([N:18]2[CH:22]=[CH:21][N:20]=[CH:19]2)=[O:8])[CH2:5][C:4]([CH3:11])([CH3:10])[O:3]1

Participants

6

Reactant 4

HCID 795ImidazoleHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 19990542HCID 19990542, compound

Product 1

HCID 19990545HCID 19990545, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture comprising 2.6 g (0.01 mole) of 2-methyl-2-n-hexyl-3-chlorocarbonyl-5,5-dimethyl-1,3-oxazolidine, 1.0 g (0.015 mole) of imidazole and 2.1 g (0.015 mole) of potassium carbonate was stirred with 30 ml of dimethylformamide (DMF) as the solvent at 50° C. to 60° C. for one hour. After completion of the reaction, water was added and then the mixture was extracted with toluene. The toluene layer was washed with water, dried and condensed, and then purified by a column chromatography, thereby obtaining 2.7 g of the title compound having pale yellow color.

Workup

  1. additionwas added
  2. extractionthe mixture was extracted with toluene
  3. washThe toluene layer was washed with water
  4. customdried
  5. customcondensed
  6. custompurified by a column chromatography

Sources & evidence

ORD record
ord-bc6640e75cec4f3e8e6f82203bdae817
Source dataset
uspto-grants-1991_10
Patent number
US05061719

Reaction notes

Loading…