Hydrogen Bromide → HCID 20025751, compound

HRID 648492Notes

Reaction equation

HRID 648492 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[CH:19][C:18]([N:21]4[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][CH3:28])[C:22]4=[O:29])=[CH:17][CH:16]=3)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.Br>>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH2:10][CH2:11][N:12]([C:15]3[CH:16]=[CH:17][C:18]([N:21]4[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][CH3:28])[C:22]4=[O:29])=[CH:19][CH:20]=3)[CH2:13][CH2:14]2)=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 13732376HCID 13732376, compound

Product 1

HCID 20025751HCID 20025751, compoundYield 89%

Procedure

A mixture of 7 parts of 1-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]-3-propyl-2-imidazolidinone and 225 parts of a hydrobromic acid solution 48% was stirred and refluxed for 5 hours. After cooling, the precipitated product was filtered off, washed with 2-propanol and dissolved in a mixture of methanol and water. The solution was neutralized with a sodium hydrogen carbonate solution. The product was extracted with trichloromethane. The extract was dried, filtered and evaporated. The residue was triturated in dichloromethane. The product was filtered off and dried, yielding 6 parts (89%) of 1-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-3-propyl-2-imidazolidinone (46).

Workup

  1. temperaturerefluxed for 5 hours
  2. temperatureAfter cooling
  3. filtrationthe precipitated product was filtered off
  4. washwashed with 2-propanol
  5. dissolutiondissolved in a mixture of methanol and water
  6. extractionThe product was extracted with trichloromethane
  7. customThe extract was dried
  8. filtrationfiltered
  9. customevaporated
  10. customThe residue was triturated in dichloromethane
  11. filtrationThe product was filtered off
  12. customdried

Sources & evidence

ORD record
ord-86098c948c3140928944758bcba98337
Source dataset
uspto-grants-1988_04
Patent number
US04735942

Reaction notes

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