1-Phenylpiperazine → 6-Methyl-5-(4-phenyl-1-piperazinyl)-2,4(1H, 3H)-pyrimidinedione, hydrate

HRID 371472

Reaction equation

HRID 371472 reaction equation
Br[C:2]1[C:3](=[O:10])[NH:4][C:5](=[O:9])[NH:6][C:7]=1[CH3:8].O.O.[F-].[K+].[C:15]1([N:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[OH2:9].[CH3:8][C:7]1[NH:6][C:5](=[O:9])[NH:4][C:3](=[O:10])[C:2]=1[N:24]1[CH2:25][CH2:26][N:21]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:22][CH2:23]1

Participants

4

Reactant 3

HCID 70961-PhenylpiperazineHCID 847572,4(1H,3H)-Pyrimidinedione, 5-bromo-6-methyl-HCID 23708904Potassium fluoride dihydrate

Product 1

HCID 1317142896-Methyl-5-(4-phenyl-1-piperazinyl)-2,4(1H, 3H)-pyrimidinedione, hydrate

Procedure

A mixture of 20.5 g (0.10 mole) of 5-bromo-6-methyl-2,4(1H, 3H)-pyrimidinedione and 10.3 g (0.11 mole) of potassium fluoride dihydrate in 150 ml of 1-phenylpiperazine was heated under reflux at 105° for 72 hours and cooled. The reaction mixture was poured into 200 ml of ice water. The solid was collected, washed with water, and recrystallized from methanol to give 7.12 g of the product as a white solid, mp>300° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux at 105° for 72 hours
  3. temperaturecooled
  4. customThe solid was collected
  5. washwashed with water
  6. customrecrystallized from methanol

Sources & evidence

ORD record
ord-8ef45b1fe7da4a5ab02088c7701be9d0
Source dataset
uspto-grants-1985_07
Patent number
US04532240

Linked notes

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