Methyl iodide → HCID 22388119, compound

HRID 1699891Notes

Reaction equation

HRID 1699891 reaction equation
[Cl:1][C:2]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:3]=1[CH2:4][N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:13]=2)[NH:8][C:7](=[O:20])[C:6]1=[O:21].CI.[C:29](=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:3]=1[CH2:4][N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:13]=2)[N:8]([CH3:29])[C:7](=[O:20])[C:6]1=[O:21]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 22387845HCID 22387845, compound

Product 1

HCID 22388119HCID 22388119, compoundYield 90.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 1-(2,4-dichlorobenzyl)-7-(ethoxycarbonyl)quinoxaline-2,3-dione (0.90 g), methyl iodide (0.49 g) and potassium carbonate (0.63 g) in acetone (20 ml) was heated under reflux for 2 hr. After cooling, the reaction mixture was concentrated. The residue was washed with water (150 ml) and methyl t-butyl ether (100 ml) and dried to give the object compound (0.84 g) as white crystals.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hr
  3. temperatureAfter cooling
  4. concentrationthe reaction mixture was concentrated
  5. washThe residue was washed with water (150 ml) and methyl t-butyl ether (100 ml)
  6. customdried

Sources & evidence

ORD record
ord-5fc41c1205824c6da17b640f811f8c22
Source dataset
uspto-grants-2002_02
Patent number
US06348474B1

Reaction notes

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