Triethylamine → HCID 9823946, compound

HRID 1729289Notes

Reaction equation

HRID 1729289 reaction equation
C(N(CC)CC)C.[Cl:8][C:9]1[CH:19]=[CH:18][C:12]([O:13][CH2:14][CH2:15][CH2:16]Br)=[CH:11][CH:10]=1.[CH3:20][N:21]1[C:26]([N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[CH:25][C:24](=[O:33])[N:23]([CH3:34])[C:22]1=[O:35]>C(O)C>[Cl:8][C:9]1[CH:19]=[CH:18][C:12]([O:13][CH2:14][CH2:15][CH2:16][N:30]2[CH2:31][CH2:32][N:27]([C:26]3[N:21]([CH3:20])[C:22](=[O:35])[N:23]([CH3:34])[C:24](=[O:33])[CH:25]=3)[CH2:28][CH2:29]2)=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2235341-(3-Bromopropoxy)-4-chlorobenzeneHCID 128168731,3-Dimethyl-6-(piperazin-1-yl)pyrimidine-2,4(1H,3H)-dione

Product 1

HCID 9823946HCID 9823946, compoundYield 86.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3 ml of triethylamine was added to 10 ml of an ethanol solution containing 2.5 g of 3-(4-chlorophenoxy)propyl bromide and 1.3 g of 1,3-dimethyl-6-(1-piperazinyl)-2,4(1H,3H)-pyrimidinedione, and the solution was then heated under reflux for 3 hours. Afterward, the reaction solution was concentrated to dryness, and the resultant residue was dissolved in chloroform and then washed with water. The thus obtained chloroform solution was dried and then concentrated, and the residue was recrystallized from ethanol/hexane, thereby preparing 1.96 g (yield: 86%) of 6-[4-(3-[4-chlorophenoxy]propyl)piperazin-1-yl]-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione.

Workup

  1. temperaturethe solution was then heated
  2. temperatureunder reflux for 3 hours
  3. concentrationAfterward, the reaction solution was concentrated to dryness
  4. dissolutionthe resultant residue was dissolved in chloroform
  5. washwashed with water
  6. dry with materialThe thus obtained chloroform solution was dried
  7. concentrationconcentrated
  8. customthe residue was recrystallized from ethanol/hexane

Sources & evidence

ORD record
ord-e3b52a76561d41cd97afe2cec71b36c4
Source dataset
uspto-grants-1994_07
Patent number
US05332739

Reaction notes

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