Potassium Iodide → HCID 22388392, compound

HRID 1072850Notes

Reaction equation

HRID 1072850 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-8017818c2aaa4879a174e43568bbe931
Source dataset
uspto-grants-2005_06
Patent number
US06911469B2

Reaction notes

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