Triethylamine → HCID 19011930, compound

HRID 1729302Notes

Reaction equation

HRID 1729302 reaction equation
[Cl:1][CH2:2][CH2:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].[CH3:12][N:13]1[C:18]([N:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)=[CH:17][C:16](=[O:25])[N:15]([CH3:26])[C:14]1=[O:27].C(N(CC)CC)C>O1CCOCC1>[ClH:1].[CH3:12][N:13]1[C:18]([N:19]2[CH2:24][CH2:23][N:22]([CH2:2][CH2:3][C:4](=[O:5])[C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH2:21][CH2:20]2)=[CH:17][C:16](=[O:25])[N:15]([CH3:26])[C:14]1=[O:27]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 702953-ChloropropiophenoneHCID 128168731,3-Dimethyl-6-(piperazin-1-yl)pyrimidine-2,4(1H,3H)-dione

Product 1

HCID 19011930HCID 19011930, compoundYield 65.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

In 15 ml of dioxane were dissolved 1.68 g of 3-chloropropiophenone, 2.24 g of 1,3-dimethyl-6-(1-piperazinyl)-2,4(1H,3H)-pyrimidinedione and 1.6 ml of triethylamine, and the solution was then stirred at 80° C. for 1 hour. Next, the solvent was distilled off, and the resultant residue was dissolved in chloroform, washed with water, and then concentrated to dryness. The residue was further recrystallized from methanol, thereby obtaining 2.58 g of the crystals of 1,3-dimethyl-6-[4-(3-oxo-3-phenylpropyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione.

Workup

  1. distillationNext, the solvent was distilled off
  2. dissolutionthe resultant residue was dissolved in chloroform
  3. washwashed with water
  4. concentrationconcentrated to dryness
  5. customThe residue was further recrystallized from methanol

Sources & evidence

ORD record
ord-fa645afdbb414440a2eebefa3c6c12b2
Source dataset
uspto-grants-1994_07
Patent number
US05332739

Reaction notes

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