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

HRID 992251

Reaktionsgleichung

Reaktionsgleichung von HRID 992251
[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-9f7b3e5a9568410fb0b08494e650a7a6
Quelldatensatz
uspto-grants-2002_10
Patentnummer
US06468999B1

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