Acetic Acid → N-{3-[(Propan-2-ylsulfonyl)methyl]phenyl}acetamide

HRID 514703Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 514703
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][S:11]([CH:14]([CH3:16])[CH3:15])(=[O:13])=[O:12])[CH:5]=1)([O-])=O.O.C(Cl)Cl.[C:21](O)(=[O:23])[CH3:22]>[Fe]>[CH3:15][CH:14]([S:11]([CH2:10][C:6]1[CH:5]=[C:4]([NH:1][C:21](=[O:23])[CH3:22])[CH:9]=[CH:8][CH:7]=1)(=[O:13])=[O:12])[CH3:16]

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 962WaterHCID 6344DichloromethaneHCID 225020781-Nitro-3-[(propan-2-ylsulfonyl)methyl]benzene

Produkt 1

HCID 70976422N-{3-[(Propan-2-ylsulfonyl)methyl]phenyl}acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23925IronKatalysator

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

A suspension of crude 1-nitro-3-[(propan-2-ylsulfonyl)methyl]benzene (5.0 g) in acetic acid (58 mL) was treated with iron powder (4.7 g), heated for 22 hours at 110° C. bath temperature and cooled to room temperature. Then water (250 mL) and DCM (250 mL) were added, stirred, filtered, dried with sodium sulfate, filtered and concentrated. An analytical sample (200 mg) of the crude title compound (5.6 g) was recrystallized from diethyl ether/ethanol (121 mg). Lit.: [Grohmann and Hathaway, Molbank 2006, M502].

Aufarbeitung

  1. temperaturecooled to room temperature
  2. filtrationfiltered
  3. dry with materialdried with sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customAn analytical sample (200 mg) of the crude title compound (5.6 g) was recrystallized from diethyl ether/ethanol (121 mg)

Quellen und Nachweise

ORD-Eintrag
ord-03d11b2771e24f149965ad6422d46e22
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09108926B2

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