Piperazine → 4-Chloro-6-(piperazin-1-yl)pyrimidine hydrochloride

HRID 2376655Notes

Reaction equation

HRID 2376655 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[NH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1>C(#N)C>[ClH:1].[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:7]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 709434,6-Dichloropyrimidine

Product 1

HCID 186979794-Chloro-6-(piperazin-1-yl)pyrimidine hydrochloride

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Conditions

Temperature
2.5 °C

Procedure

A solution of 14.8 g of 4,6-dichloropyrimidine in 100 ml of acetonitrile is cooled to 0-5° C., a solution of 20 g of anhydrous piperazine in 200 ml of acetonitrile is added over 30 minutes and the mixture is left with stirring at 0-5° C. for 2 hours. It is concentrated under vacuum, the residue is taken up with 100 ml of 2N NaOH and extracted with ether, the organic phase is dried over Na2SO4 and the solvent is evaporated under vacuum. The hydrochloride is formed, giving 15 g of the expected product.

Workup

  1. waitthe mixture is left
  2. concentrationIt is concentrated under vacuum
  3. extractionextracted with ether
  4. dry with materialthe organic phase is dried over Na2SO4
  5. customthe solvent is evaporated under vacuum

Sources & evidence

ORD record
ord-f6a0cefb2a014cd68ce8c899835c8e0d
Source dataset
uspto-grants-2008_12
Patent number
US07468368B2

Reaction notes

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