Imidazole → HCID 19009670, compound

HRID 1742046Notes

Reaction equation

HRID 1742046 reaction equation
C(=O)([O-])[O-].[K+].[K+].[NH:7]1[CH:11]=[CH:10][N:9]=[CH:8]1.[NH2:12]OS(O)(=O)=O.O.[C:19]1([CH3:29])[CH:24]=[CH:23][C:22]([S:25]([OH:28])(=[O:27])=[O:26])=[CH:21][CH:20]=1>O.C(Cl)(Cl)Cl>[C:19]1([CH3:29])[CH:20]=[CH:21][C:22]([S:25]([OH:28])(=[O:26])=[O:27])=[CH:23][CH:24]=1.[NH2:12][N:7]1[CH:11]=[CH:10][N:9]=[CH:8]1

Participants

7

Reactant 4

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 76284hydroxylamine-O-sulfonic acidHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 19009670HCID 19009670, compoundYield 34.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

In 50 ml of water was dissolved 2.76 g (20 mmol) of potassium carbonate and 1.36 g (20 mmol) of imidazole was added thereto. 2.26 g (20 mmol) of hydroxylamine-O-sulfonic acid was added thereto and the mixture was stirred at room temperature for 6 hours. The resulting precipitate was filtered off and the filtrate was concentrated under the reduced pressure. To the concentrate were slowly added 10 ml of chloroform and a solution of 3.8 g (20 mmol) of p-toluenesulfonic acid monohydrate in 10 ml of chloroform. Stirring for 30 min, filtration and drying of the mixture gave 1.74 g of the desired compound(34%).

Workup

  1. additionwas added
  2. filtrationThe resulting precipitate was filtered off
  3. concentrationthe filtrate was concentrated under the reduced pressure
  4. stirringStirring for 30 min
  5. filtrationfiltration
  6. customdrying of the mixture

Sources & evidence

ORD record
ord-f5ee17cc12404bed992c9d0b8f7fdc18
Source dataset
uspto-grants-1994_08
Patent number
US05336673

Reaction notes

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