Triethylamine → 1-(Methylsulfonyl)piperazine

HRID 881448Notes

Reaction equation

HRID 881448 reaction equation
C[C@H:2]1[CH2:7][NH:6][CH2:5][C@@H:4](C)[NH:3]1.C(N(CC)CC)C.[CH3:16][S:17](Cl)(=[O:19])=[O:18]>C(Cl)Cl>[CH3:16][S:17]([N:3]1[CH2:4][CH2:5][NH:6][CH2:7][CH2:2]1)(=[O:19])=[O:18]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 6950261rel-(2R,6S)-2,6-dimethylpiperazine

Product 1

HCID 7091611-(Methylsulfonyl)piperazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of cis-2,6-dimethylpiperazine and triethylamine in DCM at 0° C. was added dropwise methanesulphonyl chloride and the reaction mixture stirred at room temperature overnight. After quenching with water, extraction into DCM and being washed with brine, the organics were dried and the solvent removed under reduced pressure to yield 1-Methanesulfonyl-piperazine as a pale yellow solid.

Workup

  1. customAfter quenching with water, extraction into DCM
  2. washbeing washed with brine
  3. customthe organics were dried
  4. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-8f57cd7bbd3b4e79a0dc38bcd95bec16
Source dataset
uspto-grants-2015_03
Patent number
US08993563B2

Reaction notes

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