2-Chlorobenzene-1-carboperoxoic acid → HCID 9839916, compound

HRID 1611370Notes

Reaction equation

HRID 1611370 reaction equation
[CH2:1]([N:4]1[C:9]([O:10][C:11]2[CH:16]=[C:15]([CH3:17])[CH:14]=[C:13]([CH3:18])[CH:12]=2)=[C:8]([CH2:19][CH3:20])[C:7](=[O:21])[NH:6][C:5]1=[O:22])[CH:2]=[CH2:3].ClC1C(C(OO)=[O:31])=CC=CC=1>ClCCl>[O:31]1[CH2:3][CH:2]1[CH2:1][N:4]1[C:9]([O:10][C:11]2[CH:12]=[C:13]([CH3:18])[CH:14]=[C:15]([CH3:17])[CH:16]=2)=[C:8]([CH2:19][CH3:20])[C:7](=[O:21])[NH:6][C:5]1=[O:22]

Participants

4

Reactant 2

HCID 125873982-Chlorobenzene-1-carboperoxoic acidHCID 22256583HCID 22256583, compound

Product 1

HCID 9839916HCID 9839916, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-Allyl-5-ethyl-6-(3,5-dimethylphenoxy)-2,4-pyrimidinedione 157 mg, 0.52 mmol) was dissolved in dichloromethane (10 ml), and thereto chloro perbenzoic acid (385 mg, 1.56 mmol) was added. The resulting solution was refluxed for 24 hours, washed with a saturated solution of sodium bicarbonate, distilled under the reduced pressure to remove the used solvent and purified with column chromatography to obtain the titled compound as white solid (57 mg, yield: 35.0%).

Workup

  1. temperatureThe resulting solution was refluxed for 24 hours
  2. washwashed with a saturated solution of sodium bicarbonate
  3. distillationdistilled under the reduced pressure
  4. customto remove the used solvent
  5. custompurified with column chromatography

Sources & evidence

ORD record
ord-b97c479daf764ab282723347ab1be3b5
Source dataset
uspto-grants-2006_01
Patent number
US06987114B1

Reaction notes

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