Hydrochloric Acid → 1-((6-Chloronaphthalen-2-yl)sulfonyl)piperazine

HRID 431525Notes

Reaction equation

HRID 431525 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[CH:26]=[CH:25][C:24]3[C:19](=[CH:20][CH:21]=[C:22]([Cl:27])[CH:23]=3)[CH:18]=2)(=[O:16])=[O:15])[CH2:10][CH2:9]1)(OC(C)(C)C)=O.Cl>O1CCOCC1>[Cl:27][C:22]1[CH:23]=[C:24]2[C:19](=[CH:20][CH:21]=1)[CH:18]=[C:17]([S:14]([N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)(=[O:15])=[O:16])[CH:26]=[CH:25]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 187613901-Boc-4-(6-chloronaphthalen-2-ylsulfonyl)piperazine

Product 1

HCID 113588251-((6-Chloronaphthalen-2-yl)sulfonyl)piperazine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a stirring suspension of 1-Boc-4-(6-chloro-naphthalen-2-ylsulfonyl)piperazine (2.8g, 6.8 mmol) in dioxane (50 mL) was added 4 M HCl in dioxane (5 mL, 40 mmol). After stirring overnight at room temperature, the solvent was evaporated in vacuo, and the residue was dissolved in water. The aqueous phase was and made basic with 5 N NaOH and extracted twice with ethyl acetate. The combined extracts were washed with water and brine, then dried over sodium sulfate and evaporated to 2.1 g (100%) solid.

Workup

  1. customthe solvent was evaporated in vacuo
  2. dissolutionthe residue was dissolved in water
  3. extractionextracted twice with ethyl acetate
  4. washThe combined extracts were washed with water and brine
  5. dry with materialdried over sodium sulfate
  6. customevaporated to 2.1 g (100%) solid

Sources & evidence

ORD record
ord-64ea225b944a49fdb3f10c59e08a6b62
Source dataset
uspto-grants-2003_12
Patent number
US06660739B1

Reaction notes

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