Dimethyl Sulfate → HCID 20402708, compound

HRID 1980263Notes

Reaction equation

HRID 1980263 reaction equation
[C:1]([C:9]1[C:10]([NH:15][C:16](=[O:19])[CH2:17][Cl:18])=[CH:11][NH:12][C:13]=1[CH3:14])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:20]([O-])([O-])=O.[K+].[K+].COS(OC)(=O)=O>CC(=O)CC>[C:1]([C:9]1[C:10]([NH:15][C:16](=[O:19])[CH2:17][Cl:18])=[CH:11][N:12]([CH3:20])[C:13]=1[CH3:14])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 20402691HCID 20402691, compound

Product 1

HCID 20402708HCID 20402708, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

N-(4-benzoyl-5-methyl(1H)-pyrrol-3-yl)2-chloroacetamide (0.019 mole) was dissolved in butan-2-one (60 ml) and K2CO3 (4.5 g) and dimethylsulphate (0.037 mole) were added to the obtained solution. The reaction mixture was maintained at the reflux temperature for 5 hours and at room temperature overnight. An inert atmosphere was maintained throughout the process. The inorganic salts were filtered and the clear solution was evaporated under vacuum to yield a residue which upon crystallization from methanol gave the compound of the title.

Workup

  1. temperatureAn inert atmosphere was maintained throughout the process
  2. filtrationThe inorganic salts were filtered
  3. customthe clear solution was evaporated under vacuum
  4. customto yield a residue which
  5. customupon crystallization from methanol
  6. customgave the compound of the title

Sources & evidence

ORD record
ord-04c21f9808804ba7a423aaf5df9cb92a
Source dataset
uspto-grants-1985_04
Patent number
US04508730

Reaction notes

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