1-Ethylpiperazine → 4-Ethylpiperazine-1-sulfonamide

HRID 729691Notes

Reaction equation

HRID 729691 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1)[CH3:2].[S:9](N)([NH2:12])(=[O:11])=[O:10]>O1CCOCC1>[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([S:9]([NH2:12])(=[O:11])=[O:10])[CH2:5][CH2:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 791961-EthylpiperazineHCID 82267Sulfamide

Product 1

HCID 431319164-Ethylpiperazine-1-sulfonamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of N-ethylpiperazine (5.0 g) and sulfamide (10.0 g) in 1,4-dioxane (100 ml) was stirred for 72 h at 110° C. The volatiles were removed in vacuo and 5 g of the residue was dissolved in methanol and applied to an SCX cartridge (70 g). The cartridge was washed with 50% aqueous methanol (200 ml) before the subtitle product was eluted with 10% triethylamine/methanol (100 ml) The solvent was removed under reduced pressure to yield the subtitle compound as a pale beige solid. Yield: 3.0 g.

Workup

  1. customThe volatiles were removed in vacuo and 5 g of the residue
  2. dissolutionwas dissolved in methanol
  3. washThe cartridge was washed with 50% aqueous methanol (200 ml) before the subtitle product
  4. washwas eluted with 10% triethylamine/methanol (100 ml) The solvent
  5. customwas removed under reduced pressure

Sources & evidence

ORD record
ord-28b2d60ace2743b1a03e17784a418c8c
Source dataset
uspto-grants-2009_09
Patent number
US07582644B2

Reaction notes

Loading…