Hydrochloric Acid → N-(2,5-difluorophenyl)benzenesulfonamide

HRID 4234

Reaktionsgleichung

Reaktionsgleichung von HRID 4234
[F:1][C:2]1[CH:8]=[CH:7][C:6]([F:9])=[CH:5][C:3]=1[NH2:4].N1C=CC=CC=1.[C:16]1([S:22](Cl)(=[O:24])=[O:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.Cl>O>[F:1][C:2]1[CH:8]=[CH:7][C:6]([F:9])=[CH:5][C:3]=1[NH:4][S:22]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)(=[O:24])=[O:23]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 7369Benzenesulfonyl chlorideHCID 677752,5-Difluoroaniline

Produkt 1

HCID 8500589N-(2,5-difluorophenyl)benzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

0.194 mole (25 g) of 2,5-difluoroaniline is added to 125 ml of pyridine. 0.2 mole (25.5 ml) of benzenesulphonyl chloride is added, while the temperature is between 35° C. and 45° C. The temperature is maintained at 40° C. for 1 hour after the addition is completed, and then the reaction mixture is poured onto 1 kg of ice and water to which 100 ml of concentrated hydrochloric acid have been added. The expected product precipitates. After filtration and washing, it is treated with a normal sodium hydroxide solution in order to remove insoluble material. The soda-containing filtrate is neutralized with concentrated hydrochloric acid. The expected product, which has precipitated, is filtered off, washed to neutrality and recrystallized from acetic acid. It melts at 115° C.

Aufarbeitung

  1. customis between 35° C. and 45° C
  2. additionafter the addition
  3. additionhave been added
  4. customThe expected product precipitates
  5. filtrationAfter filtration
  6. washwashing
  7. additionit is treated with a normal sodium hydroxide solution in order
  8. customto remove insoluble material
  9. customThe expected product, which has precipitated
  10. filtrationis filtered off
  11. washwashed to neutrality
  12. customrecrystallized from acetic acid

Quellen und Nachweise

ORD-Eintrag
ord-3dbdfcae709944628a41bf0158fca242
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04725283

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