Sodium Hydroxide → 1-(5-Bromo-1,3-thiazol-2-yl)piperazine

HRID 1282187Notes

Reaction equation

HRID 1282187 reaction equation
C([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[S:11][C:12]([Br:15])=[CH:13][N:14]=2)[CH2:6][CH2:5]1)(=O)C.[OH-].[Na+]>Cl>[Br:15][C:12]1[S:11][C:10]([N:7]2[CH2:6][CH2:5][NH:4][CH2:9][CH2:8]2)=[N:14][CH:13]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18422993HCID 18422993, compound

Product 1

HCID 184230061-(5-Bromo-1,3-thiazol-2-yl)piperazineYield 87.7%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

4-Acetyl-1-(5-bromothiazol-2-yl)piperazine (2.0 g) was dissolved in 6N hydrochloric acid and refluxed under heating for 4.5 hr. The reaction mixture was neutralized with 1N aqueous sodium hydroxide solution and extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated to give a brown oil (1.5 g). The obtained brown oil was purified by silica gel column chromatography (developing solvent; chloroform:methanol=9:1) to give the title compound (1.1 g) as a pale-yellow solid.

Workup

  1. temperaturerefluxed
  2. temperatureunder heating for 4.5 hr
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was evaporated

Sources & evidence

ORD record
ord-7cb82f606874419db937c3a58d6b0fdb
Source dataset
uspto-grants-2002_09
Patent number
US06455528B1

Reaction notes

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