Acetic Acid → 2,5-difluoro-4-nitro-N-benzenesulphonylaniline

HRID 4235

Reaktionsgleichung

Reaktionsgleichung von HRID 4235
C(O)(=O)C.[N:5]([O-:7])=[O:6].[Na+].[F:9][C:10]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:11]=1[NH:12][S:13]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)(=[O:15])=[O:14].[N+]([O-])(O)=O>O>[F:9][C:10]1[CH:25]=[C:24]([N+:5]([O-:7])=[O:6])[C:23]([F:26])=[CH:22][C:11]=1[NH:12][S:13]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)(=[O:14])=[O:15]

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 944Nitric AcidHCID 8500589N-(2,5-difluorophenyl)benzenesulfonamideHCID 23668193Sodium Nitrite

Produkt 1

HCID 201519862,5-difluoro-4-nitro-N-benzenesulphonylaniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
96 °C

Versuchsvorschrift

To 310 ml of acetic acid diluted with 160 ml of water are added: 1.5 g of sodium nitrite, 0.16 mole (42 g) of 2,5-difluoro-N-benzenesulphonylaniline prepared in the previous stage and 0.94 mole (39 ml) of nitric acid (d=1.52). The reaction mixture is heated to 96° C. for 1 hour. After cooling it is poured onto 1 kg of ice and water. The expected product precipitates. After being filtered off and washed to neutrality it is recrystallized from 250 ml of acetic acid; it melts at 176° C.

Aufarbeitung

  1. additionare added
  2. temperatureAfter cooling it
  3. customThe expected product precipitates
  4. filtrationAfter being filtered off
  5. washwashed
  6. customis recrystallized from 250 ml of acetic acid

Quellen und Nachweise

ORD-Eintrag
ord-6690a163904649839ee51f83c59f74e3
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04725283

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