Thiophosgene → 4-Methylsulfonylphenylisothiocyanate

HRID 30161

Reaktionsgleichung

Reaktionsgleichung von HRID 30161
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[C:12](Cl)(Cl)=[S:13]>O.Cl>[N:11]([C:8]1[CH:9]=[CH:10][C:5]([S:2]([CH3:1])(=[O:3])=[O:4])=[CH:6][CH:7]=1)=[C:12]=[S:13]

Komponenten

5

Edukt 2

HCID 10040ThiophosgeneHCID 796174-(Methylsulfonyl)aniline

Produkt 1

HCID 150782064-MethylsulfonylphenylisothiocyanateAusbeute 85,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 4-methanesulfonylphenylamine (2.4 g, 14 mmol) was dissolved in a mixture of water (30 mL) and hydrochloric acid (9 mL, 37%). This was treated drop wise at room temperature with thiophosgene (1.5 g, 13.2 mmol) with good stirring. After 1 h, the suspension was filtered, washed with water and dried over P2O5 to give 2.4 g (85% yield) of 1-isothiocyanato4-methanesulfonylbenzene. 1H NMR (CDCl3), 300 MHz δ3.09 (s, 3H, CH3), 7.41(d, 2H, Aromatic), 7.98 (d, 2H, Aromatic).

Aufarbeitung

  1. filtrationthe suspension was filtered
  2. washwashed with water
  3. dry with materialdried over P2O5

Quellen und Nachweise

ORD-Eintrag
ord-e092182de60b48639366dedfe02287ff
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07423053B2

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