Propanedioyl dichloride → HCID 178516657, compound

HRID 1196780Notes

Reaction equation

HRID 1196780 reaction equation
[C:1](Cl)(=[O:6])[CH2:2][C:3](Cl)=[O:4].[Cl:8][C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[C:11]([Cl:16])[C:10]=1[NH:17][C:18]([NH2:20])=[O:19]>O1CCOCC1>[Cl:8][C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[C:11]([Cl:16])[C:10]=1[N:17]1[C:3](=[O:4])[CH:2]=[C:1]([OH:6])[NH:20][C:18]1=[O:19]

Participants

4

Reactant 2

HCID 74269Propanedioyl dichlorideHCID 3353079136757-14-7

Product 1

HCID 178516657HCID 178516657, compoundYield 76.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

1.7 g of malonic acid dichloride was added dropwise to a 50 ml 1,4-dioxane solution of 2.4 g of 2,4,6-trichlorophenylurea with stirring at 0° C. The solution was stirred at room temperature for 3 hours and then the solvent was distilled away under reduced pressure to obtain a crude product. This crude product was purified by silica gel column chromatography (developing solvent: chloroform) to obtain 2.35 g of 3-(2,4,6-trichlorophenyl)-6-hydroxy-2,4(1H,3H)-pyrimidinedione.

Workup

  1. stirringThe solution was stirred at room temperature for 3 hours
  2. distillationthe solvent was distilled away under reduced pressure
  3. customto obtain a crude product
  4. customThis crude product was purified by silica gel column chromatography (developing solvent: chloroform)

Sources & evidence

ORD record
ord-20ab785f53bb4da99cbb2e9dd7d3bf0f
Source dataset
uspto-grants-1992_05
Patent number
US05116404

Reaction notes

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