Potassium Iodide → HCID 22388392, compound

HRID 1699871Notes

Reaction equation

HRID 1699871 reaction equation
[CH2:1]([N:3]1[C:12](=[O:13])[C:11]2[C:6](=[CH:7][C:8]([C:14]([O:16][CH3:17])=[O:15])=[CH:9][CH:10]=2)[NH:5][C:4]1=[O:18])[CH3:2].[Cl:19][C:20]1[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:21]=1[CH2:22]Cl.[I-].[K+].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.O>[Cl:19][C:20]1[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:21]=1[CH2:22][N:5]1[C:6]2[C:11](=[CH:10][CH:9]=[C:8]([C:14]([O:16][CH3:17])=[O:15])[CH:7]=2)[C:12](=[O:13])[N:3]([CH2:1][CH3:2])[C:4]1=[O:18]

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 72122,4-Dichlorobenzyl chlorideHCID 11430Potassium CarbonateHCID 714468HCID 714468, compound

Product 1

HCID 22388392HCID 22388392, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

A mixture of 3-ethyl-7-(methoxycarbonyl)-2,4(1H,3H)-quinazolinedione (2.17 g), 2,4-dichlorobenzyl chloride (2.05 g), potassium iodide (1.45 g) and potassium carbonate (5.0 g) in acetone (80 ml) was heated under reflux for 1.5 hr. After cooling, water (50 ml) was added to the reaction mixture and the precipitate was collected by filtration. The precipitate was washed with water (30 ml) and methyl t-butyl ether (30 ml) and dried to give the object compound (2.60 g).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1.5 hr
  3. temperatureAfter cooling
  4. filtrationthe precipitate was collected by filtration
  5. washThe precipitate was washed with water (30 ml) and methyl t-butyl ether (30 ml)
  6. customdried

Sources & evidence

ORD record
ord-aeed8f9d5c724c12990a40c718272f72
Source dataset
uspto-grants-2002_02
Patent number
US06348474B1

Reaction notes

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