Hydrochloric Acid → 1-Methanesulfonylpiperazine hydrochloride

HRID 419592Notes

Reaction equation

HRID 419592 reaction equation
[CH3:1][S:2]([N:5]1[CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7][CH2:6]1)(=[O:4])=[O:3].[ClH:18]>CO>[ClH:18].[CH3:1][S:2]([N:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 4496004Tert-butyl 4-(methylsulfonyl)piperazine-1-carboxylate

Product 1

HCID 162656121-Methanesulfonylpiperazine hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To 1,1-dimethylethyl 4-(methylsulfonyl)-1-piperazinecarboxylate (360 g, 1.36 mol) in MeOH (1 L) was added HCl (6 M in MeOH, 2 L) dropwise. The mixture was stirred at rt for 1 h. About 1 L of MeOH was rotovapped off. The resultant precipitate was filtered, washed with MeOH, and dried on high vacuum to provide the title compound of Step B (A combination of 2 batches, 570 g) which was used without further purification. 1H NMR (400 MHz, D2O) δ 2.95 (s, 3H), 3.27-3.29 (m, 4H), 3.42-3.46 (m, 4H).

Workup

  1. filtrationThe resultant precipitate was filtered
  2. washwashed with MeOH
  3. customdried on high vacuum

Sources & evidence

ORD record
ord-da27a47e4b304fef86f71067647fda79
Source dataset
uspto-grants-2012_01
Patent number
US08093239B2

Reaction notes

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