4-(4-Nitrophenyl)thiomorpholine 1,1-dioxide → 4-(4-Aminophenyl)thiomorpholine 1,1-Dioxide

HRID 1910821Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1910821
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][S:13](=[O:17])(=[O:16])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O>C(O)(=O)C.[Zn]>[O:17]=[S:13]1(=[O:16])[CH2:12][CH2:11][N:10]([C:7]2[CH:6]=[CH:5][C:4]([NH2:1])=[CH:9][CH:8]=2)[CH2:15][CH2:14]1

Komponenten

4

Edukt 1

HCID 114595184-(4-Nitrophenyl)thiomorpholine 1,1-dioxide

Produkt 1

HCID 263703844-(4-Aminophenyl)thiomorpholine 1,1-DioxideAusbeute 51,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Zinc powder (0.47 g, 7.2 mmol) was added to a solution of 4-(4-nitro-phenyl)-thiomorpholine 1,1-dioxide (155 mg, 0.60 mmol) in acetic acid (3 mL) and the mixture was stirred at 60° C. for 2 h. The reaction mixture was concentrated to dryness, diluted with ethyl acetate and washed with sodium bicarbonate solution and water then dried over sodium sulfate. The organic layer was concentrated to dryness to afford 4-(1,1-dioxo-1λ6-thiomorpholin-4-yl)-phenylamine (70 mg, 51%).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated to dryness
  2. additiondiluted with ethyl acetate
  3. washwashed with sodium bicarbonate solution and water
  4. dry with materialthen dried over sodium sulfate
  5. concentrationThe organic layer was concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-175e5fda9a604c0e9908885033786874
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08604029B2

Notizen zur Reaktion

Wird geladen…