Piperazine → 6-Chloro-2-(piperazin-1-yl)-1,3-benzothiazole

HRID 33138

Reaction equation

HRID 33138 reaction equation
Cl[C:2]1[S:3][C:4]2[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:5]=2[N:6]=1.[NH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Cl:11][C:9]1[CH:8]=[CH:7][C:5]2[N:6]=[C:2]([N:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)[S:3][C:4]=2[CH:10]=1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 11430Potassium CarbonateHCID 771762,6-Dichlorobenzothiazole

Product 1

HCID 27465956-Chloro-2-(piperazin-1-yl)-1,3-benzothiazole

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 10 mmol 2,6-dichlorobenzothiazole, 12.3 mmol of piperazine and 20 mmol of potassium carbonate in 50 ml of acetonitrile was refluxed for 3 hours. The reaction mixture was concentrated and treated with 25 ml of water. Extraction with ethyl acetate, drying over magnesium sulfate, and evaporation of the solvent yielded the title compound as a colorless solid.

Workup

  1. temperaturewas refluxed for 3 hours
  2. concentrationThe reaction mixture was concentrated
  3. additiontreated with 25 ml of water
  4. extractionExtraction with ethyl acetate
  5. dry with materialdrying over magnesium sulfate, and evaporation of the solvent

Sources & evidence

ORD record
ord-a26fb20dc43146a1a074d52e7333f8db
Source dataset
uspto-grants-2008_09
Patent number
US07429585B2

Linked notes

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