Potassium Carbonate → Toluene-4-thiosulfonic acid S-[3(ethylisopropylamino)-propyl]ester

HRID 707676Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 707676
Cl[CH2:2][CH2:3][CH2:4][S:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)(=[O:8])=[O:7].[CH2:16]([NH:18][CH:19]([CH3:21])[CH3:20])[CH3:17].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:16]([N:18]([CH:19]([CH3:21])[CH3:20])[CH2:2][CH2:3][CH2:4][S:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)(=[O:8])=[O:7])[CH3:17]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 88318IsopropylethylamineHCID 67607671Toluene-4-thiosulfonic acid S-(3-chloropropyl)ester

Produkt 1

HCID 67606220Toluene-4-thiosulfonic acid S-[3(ethylisopropylamino)-propyl]ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Toluene-4-thiosulfonic acid S-(3-chloro-propyl) ester (12.0 g, 45.3 mol, 1.00 eq.), N-ethylisopropylamine (4.2 g, 48.0 mmol, 1.05 eq.) and potassium carbonate (6.9 g, 49.9 mmol, 1.10 eq.) were stirred together in acetonitrile (160 mL) at 60° C. for 18 hours. The mixture was concentrated in vacuo and the residue was partitioned between ethyl acetate (500 mL) and water (250 mL). The organic solution was washed with brine (250 mL), dried (MgSO4) and the resulting oil was purified by MPLC chromatography to give an oil weighing 2.98 g (21%).

Aufarbeitung

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue was partitioned between ethyl acetate (500 mL) and water (250 mL)
  3. washThe organic solution was washed with brine (250 mL)
  4. dry with materialdried (MgSO4)
  5. customthe resulting oil was purified by MPLC chromatography
  6. customto give an oil

Quellen und Nachweise

ORD-Eintrag
ord-795a681f2d07409491848ad636f447b5
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09175042B2

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