Phosphorus pentachloride → Styrene-4-sulfonyl chloride

HRID 1154779Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1154779
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9]([O-:12])(=O)=[O:10])=[CH:5][CH:4]=1)=[CH2:2].[Na+].P(Cl)(Cl)(Cl)(Cl)[Cl:15]>C(Cl)(Cl)Cl>[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9]([Cl:15])(=[O:12])=[O:10])=[CH:5][CH:4]=1)=[CH2:2]

Komponenten

4

Edukt 2

HCID 24819Phosphorus pentachlorideHCID 3571582Sodium 4-styrenesulfonate

Produkt 1

HCID 9855777Styrene-4-sulfonyl chlorideAusbeute 80,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

20.6 g (0.1 mole) of sodium 4-vinylbenzenesulfonate was added to 200 ml of chloroform, and with stirring, 27.1 g (0.13 mole) of phosphorus pentachloride was gradually added at 5° C. After the addition, the mixture was stirred further for 1 hour. Chloroform was removed, and the product was washed with water and purified with ether to afford 16.3 g (yield 80.5%) of 4-vinylbenzenesulfonyl chloride. The resulting 4-vinylbenzenesulfonyl chloride was dissolved in 200 ml of toluene, and 14.8 g (0.08 mole) of p-aminodiphenylamine and 8 g of triethylamine were gradually added to the resulting solution. The mixture was stirred at 0° C. for 2 hours. The resulting precipitate was separated to afford 23.4 g (yield 83%) of N-(4-anilino)-phenyl-4-vinylbenzenesulfonamide having a melting point of 135° C.

Aufarbeitung

  1. additionAfter the addition
  2. stirringthe mixture was stirred further for 1 hour
  3. customChloroform was removed
  4. washthe product was washed with water
  5. custompurified with ether

Quellen und Nachweise

ORD-Eintrag
ord-80216af02d544fb1b4a8b733a8b2a61c
Quelldatensatz
uspto-grants-1981_11
Patentnummer
US04298522

Notizen zur Reaktion

Wird geladen…