Thionyl Chloride → HCID 86649694, Verbindung

HRID 37836Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 37836
[CH3:1][N:2]([C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=1)[CH2:3][CH2:4][C:5](O)=[O:6].S(Cl)([Cl:19])=O>ClCCl>[CH3:1][N:2]([C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=1)[CH2:3][CH2:4][C:5]([Cl:19])=[O:6]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 112530753-[Methyl-(4-nitro-phenyl)-amino]-propionic acid

Produkt 1

HCID 86649694HCID 86649694, VerbindungAusbeute 88,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

3-[Methyl-(4-nitro-phenyl)-amino]-propionic acid (1.2 g, 5.35 mmol) in dichloromethane (10 mL) was cooled to 0° C. and thionyl chloride (1.55 mL, 21.4 mmol) was added. The mixture was heated to reflux for 4 h. The solvent was evaporated to give the crude compound which was azeotroped with toluene to remove the traces of thionyl chloride, affording 3-[methyl-(4-nitro-phenyl)-amino]-propionyl chloride (1.15 g, 88%) as a yellow solid.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 4 h
  3. customThe solvent was evaporated
  4. customto give the crude compound which
  5. customwas azeotroped with toluene
  6. customto remove the traces of thionyl chloride

Quellen und Nachweise

ORD-Eintrag
ord-4c5062c65cb046e6b4d2fa8d50f803c9
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524705B2

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