1-Phenylpiperazine → HCID 22762658, compound

HRID 1112749Notes

Reaction equation

HRID 1112749 reaction equation
Cl.[CH2:2]([C:5]1[S:6][CH:7]=[C:8]([CH2:10]Cl)[N:9]=1)[CH2:3][CH3:4].[C:12]1([N:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH2:2]([C:5]1[S:6][CH:7]=[C:8]([CH2:10][N:21]2[CH2:22][CH2:23][N:18]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH2:19][CH2:20]2)[N:9]=1)[CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 70961-PhenylpiperazineHCID 10340Sodium CarbonateHCID 2276262765386-29-0

Product 1

HCID 22762658HCID 22762658, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-n-propyl-4-chloromethylthiazole hydrochloride (3.18g; 0.015 mole), 1-phenylpiperazine (2.43g; 0.015 mole) and sodium carbonate (anhydrous, 10g) in absolute ethanol (60ml) was stirred and boiled under reflux for 6 hours. The suspension was filtered and the filtrate evaporated to a yellow oil. This was dissolved in boiling benzene and treated with decolourising charcoal. After filtration, the benzene was removed giving a yellow oil which crystallised 4.27g. This solid was recrystallised from petroleum ether (b.p. 60°-80° C.) at 0° C. to give a white crystalline solid (m.p. 38°-39° C.)

Workup

  1. temperatureunder reflux for 6 hours
  2. filtrationThe suspension was filtered
  3. customthe filtrate evaporated to a yellow oil
  4. dissolutionThis was dissolved
  5. additiontreated with decolourising charcoal
  6. filtrationAfter filtration
  7. customthe benzene was removed
  8. customgiving a yellow oil which
  9. customcrystallised 4.27g
  10. customThis solid was recrystallised from petroleum ether (b.p. 60°-80° C.) at 0° C.

Sources & evidence

ORD record
ord-01ba37137e7b4594b64869faa8f81677
Source dataset
uspto-grants-1978_10
Patent number
US04123529

Reaction notes

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