Sulphenone → Hydrazine, (4-(phenylsulfonyl)phenyl)-

HRID 897152

Reaktionsgleichung

Reaktionsgleichung von HRID 897152
[C:1]1([S:7]([C:10]2[CH:15]=[CH:14][C:13](Cl)=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[NH2:18][NH2:19]>C(N(CC)CC)C.C(O)CO.O>[C:1]1([S:7]([C:10]2[CH:15]=[CH:14][C:13]([NH:18][NH2:19])=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

6

Edukt 2

HCID 6621SulphenoneHCID 24654Hydrazine hydrate (1:1)

Produkt 1

HCID 116834Hydrazine, (4-(phenylsulfonyl)phenyl)-

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 8471TriethylamineKatalysatorHCID 174Ethylene GlycolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 4-chlorophenyl phenyl sulfone (10.1 g, 40.0 mmol), hydrazine mono-hydrate (30 mL), and triethylamine (4 drops) in ethylene glycol (20 mL) is heated at 150° for 15 hr. Upon cooling, the mixture is diluted with H2O and filtered. The residual solid is washed with H2O until the washings are neural (pH=6). This material is then triturated with methylene chloride and dried under reduced pressure at 50° to give the title compound, IR (drift) 3282, 1586, 1514, 1306, 1291, 1158, 1145, 1104, 996, 813, 756, 730, 717, 688 and 678 cm−1; NMR (300 MHz, CDCl3) 7.70-7.85, 7.45-7.65, 6.79 and 4.22 δ; MS (EI) m/z 248 (M+), 125, 123, 108, 107, 90, 80, 77, 63 and 51.

Aufarbeitung

  1. temperatureis heated at 150° for 15 hr
  2. temperatureUpon cooling
  3. filtrationfiltered
  4. washThe residual solid is washed with H2O until the washings
  5. customThis material is then triturated with methylene chloride
  6. customdried under reduced pressure at 50°

Quellen und Nachweise

ORD-Eintrag
ord-65af31b2ddd44f9e9e85be1f805ae758
Quelldatensatz
uspto-grants-2005_07
Patentnummer
US06921823B2

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