Triethylamine → HCID 19012111, compound

HRID 1729290Notes

Reaction equation

HRID 1729290 reaction equation
[CH3:1][N:2]1[C:7]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:6][C:5](=[O:14])[N:4]([CH3:15])[C:3]1=[O:16].[O:17]([CH2:24][CH2:25]Br)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(N(CC)CC)C>C(O)C>[CH3:1][N:2]1[C:7]([N:8]2[CH2:13][CH2:12][N:11]([CH2:25][CH2:24][O:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:10][CH2:9]2)=[CH:6][C:5](=[O:14])[N:4]([CH3:15])[C:3]1=[O:16]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 68526Benzene, (2-bromoethoxy)-2×HCID 128168731,3-Dimethyl-6-(piperazin-1-yl)pyrimidine-2,4(1H,3H)-dione

Product 1

HCID 19012111HCID 19012111, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.12 g of 1,3-dimethyl-6-(1-piperazinyl)-2,4(1H,3H)pyrimidinedione and 1.4 g of phenoxyethyl bromide were dissolved in 5 ml of ethanol, and 1.0 g of triethylamine was then added, followed by heating under reflux for 1 hour. Furthermore, 0.6 g of phenoxyethyl bromide was added, and the solution was heated under reflux for 2 hours. The precipitated crystals were collected by filtration, washed with water, dried and then recrystallized from hexane/ethanol to obtain 1.1 g (yield: 63%) of 1,3-dimethyl-6-[4-(2-phenoxyethyl)piperazin-1-yl]-2,4(1H,3H)-pyrimidinedione.

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 1 hour
  3. temperaturethe solution was heated
  4. temperatureunder reflux for 2 hours
  5. filtrationThe precipitated crystals were collected by filtration
  6. washwashed with water
  7. customdried
  8. customrecrystallized from hexane/ethanol

Sources & evidence

ORD record
ord-9591af7e4e544868a41fce7ead7d0de5
Source dataset
uspto-grants-1994_07
Patent number
US05332739

Reaction notes

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