1-Benzylpiperazine → HCID 561119, compound

HRID 371463Notes

Reaction equation

HRID 371463 reaction equation
Br[C:2]1[C:3](=[O:11])[NH:4][C:5](=[O:10])[NH:6][C:7]=1[CH2:8][CH3:9].[F-].[K+].[CH2:14]([N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH2:8]([C:7]1[NH:6][C:5](=[O:10])[NH:4][C:3](=[O:11])[C:2]=1[N:24]1[CH2:25][CH2:26][N:21]([CH2:14][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:22][CH2:23]1)[CH3:9]

Participants

4

Reactant 3

HCID 759941-BenzylpiperazineHCID 522689Potassium FluorideHCID 13384065HCID 13384065, compound

Product 1

HCID 561119HCID 561119, compound

Conditions

Temperature
140 °C

Procedure

A mixture of 57.0 g (0.260 mole) of 5-bromo-6-ethyl-2,4(1H,3H)pyrimidinedione and 26.6 g (0.286 mole) of anhydrous potassium fluoride in 176 ml (1 mole) of 1-benzylpiperazine was heated under reflux at 140° C. for four hours and cooled. The reaction mixture was poured into 1000 ml of ice water. The solid was collected and washed with water. Recrystallization from N,N dimethylformamide and drying in vacuo at 59° C. for 16 hours gave the product as an off-white solid; mp 255°-256° C.

Workup

  1. temperaturewas heated
  2. temperaturecooled
  3. customThe solid was collected
  4. washwashed with water
  5. customRecrystallization from N,N dimethylformamide
  6. customdrying in vacuo at 59° C. for 16 hours

Sources & evidence

ORD record
ord-320f48f8f2dd450086b0135f45b81ea5
Source dataset
uspto-grants-1985_07
Patent number
US04532240

Reaction notes

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