Imidazole → HCID 86744188, compound

HRID 1710170Notes

Reaction equation

HRID 1710170 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)/[C:11](=[CH:19]\[C:20](=O)[CH3:21])/[C:10]2=[O:23])=[CH:5][CH:4]=1.Cl.[NH2:25][OH:26].N1C=CN=C1>C(O)(C)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)/[C:11](=[CH:19]\[C:20](=[N:25][OH:26])[CH3:21])/[C:10]2=[O:23])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 443297Hydroxyamine hydrochlorideHCID 23035664HCID 23035664, compound

Product 1

HCID 86744188HCID 86744188, compoundYield 91.2%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a suspension of 9.2 g of (E)-1-(4-methoxyphenyl)-3-(2-oxopropylidene)-4-phenyl-2azetidinone in 200 ml of isopropyl alcohol were added 3.1 g of hydroxylamine hydrochloride and 3.1 g of imidazole, and then the mixture was stirred at room temperature overnight. The resulting precipitate was collected by filtration, and recrystallized from isopropyl alcohol to give 8.8 g of (E)-1-(4-methoxy-phenyl)-3-(2-hydroxyiminopropylidene)-4-phenyl-2azetidinone.

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. customrecrystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-b169c2ebce294a529a1de0c2eeffc5d1
Source dataset
uspto-grants-1990_08
Patent number
US04952689

Reaction notes

Loading…