Hydrazine → p-Hydrazinobenzenesulphonamide

HRID 8081

Reaktionsgleichung

Reaktionsgleichung von HRID 8081
Cl[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH2:12][NH2:13]>O>[NH:12]([C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1)[NH2:13]

Komponenten

4

Edukt 2

HCID 9321HydrazineHCID 668244-Chlorobenzenesulfonamide

Produkt 1

HCID 78105p-HydrazinobenzenesulphonamideAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A stirred solution of 4-chlorobenzenesulfonamide (38.33 g, 200 mmol) and anhydrous hydrazine (31.4 mL, 1.0 mol) was heated at reflux for 30 hours. After cooling to room temperature, the mixture was poured into water (500 mL) with swirling. The resulting precipitate was collected by filtration, washed thoroughly with water several times, air-dried, and dried under vacuum to give the title compound (35.5 g, 95% yield) as a white solid. Mp 169–171° C. 1H NMR (300 MHz, THF-d8) δ 7.59 (d, J=8.8 Hz, 2H), 6.77 (d, J=8.8 Hz, 2H), 6.62 (br, 1H), 5.99 (br, 2H), 3.87 (br, 2H). Mass spectrum (API-TIS) m/z 188 (MH+).

Aufarbeitung

  1. temperatureat reflux for 30 hours
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed thoroughly with water several times
  4. customair-dried
  5. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-4f84ead693da4f968cd28a52005d8455
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087630B2

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