3-Methoxyaniline → 3-(3-Methoxy-phenylamino)-2-nitro-propenal

HRID 1043786

Reaktionsgleichung

Reaktionsgleichung von HRID 1043786
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH2:9])[CH:6]=[CH:7][CH:8]=1.[N+:10]([CH:13]([CH:16]=O)[CH:14]=[O:15])([O-:12])=[O:11]>Cl.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:9][CH:16]=[C:13]([N+:10]([O-:12])=[O:11])[CH:14]=[O:15])[CH:6]=[CH:7][CH:8]=1

Komponenten

5

Edukt 2

HCID 108243-MethoxyanilineHCID 313475Nitromalonaldehyde

Produkt 1

HCID 721684973-(3-Methoxy-phenylamino)-2-nitro-propenalAusbeute 78,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittel2×HCID 962WaterLösungsmittel

Versuchsvorschrift

To the HCl salt of 3-methoxy-phenylamine (4.6 g, 289 mmol) in 1N HCl (300 mL) was added a solution of 2-nitro-malonaldehyde (2.7 g, 19.3 mmol) in 150 mL water. After 30 min, the precipitate was filtered and rinsed with 0.1 N HCl. Air-drying in a Büchner funnel for 18 h gave 3.36 g (78%) of a light yellow/green powder. LC/MS (m/z): 245.1 (MH++Na), Rt 2.21 minutes.

Aufarbeitung

  1. filtrationthe precipitate was filtered
  2. washrinsed with 0.1 N HCl
  3. customAir-drying in a Büchner funnel for 18 h

Quellen und Nachweise

ORD-Eintrag
ord-267e3a3b405d49379730e5b3a6450501
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08563549B2

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