Thiophosgene → 4-Isopropoxy-3-isothiocyanato-benzenesulfonamide

HRID 2403037Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2403037
C(=O)(O)[O-].[Na+].[NH2:6][C:7]1[CH:8]=[C:9]([S:17]([NH2:20])(=[O:19])=[O:18])[CH:10]=[CH:11][C:12]=1[O:13][CH:14]([CH3:16])[CH3:15].[C:21](Cl)(Cl)=[S:22]>O.C(Cl)(Cl)Cl>[CH:14]([O:13][C:12]1[CH:11]=[CH:10][C:9]([S:17]([NH2:20])(=[O:18])=[O:19])=[CH:8][C:7]=1[N:6]=[C:21]=[S:22])([CH3:16])[CH3:15]

Komponenten

6

Edukt 3

HCID 10040ThiophosgeneHCID 516892Sodium BicarbonateHCID 696691073-Amino-4-isopropoxy-benzenesulfonamide

Produkt 1

HCID 866653704-Isopropoxy-3-isothiocyanato-benzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A solution of sodium bicarbonate (16.8 g, 199.5 mmol) in water (400 mL) was added to 3-amino-4-isopropoxy-benzenesulfonamide (15.3 g, 66.5 mmol, example 2, step d) in a mixture of chloroform (200 mL) and water (200 mL). Thiophosgene (6.37 mL, 83.1 mmol) was then added. The biphasic solution was stirred at room temperature for 1.5 h. The phases were separated and the aqueous phase was extracted with CH2Cl2. The organic phase was washed with water, dried (Na2SO4), filtered, and concentrated, yielding the crude title compound as a tan solid.

Aufarbeitung

  1. customThe phases were separated
  2. extractionthe aqueous phase was extracted with CH2Cl2
  3. washThe organic phase was washed with water
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4d169644f1684afb898e58993cb9d556
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08798939B2

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