Nitric Acid → 4,5-Dimethoxy-2-nitrobenzonitrile

HRID 466994

Reaktionsgleichung

Reaktionsgleichung von HRID 466994
[N+:1]([O-:4])(O)=[O:2].[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][C:14]=1[O:15][CH3:16])[C:10]#[N:11]>>[N+:1]([C:12]1[CH:13]=[C:14]([O:15][CH3:16])[C:7]([O:6][CH3:5])=[CH:8][C:9]=1[C:10]#[N:11])([O-:4])=[O:2]

Komponenten

3

Edukt 2

HCID 944Nitric AcidHCID 748423,4-Dimethoxybenzonitrile

Produkt 1

HCID 15112884,5-Dimethoxy-2-nitrobenzonitrileAusbeute 98 %

Versuchsvorschrift

To a nitric acid (40 mL) in ice bath was added 3,4-dimethoxybenzonitrile (5.0 g, 30.6 mmol) and was allowed to stir for 2 hours. Then the solution was gradually returned to room temperature. To this solution was added ice (200 mL) to get light yellow precipitate which was then collected by filtration to give 6.25 g (98%) of 2-nitro-4,5-dimethoxybenzonitrile. 1H NMR (100 MHz, DMSO-d6): δ3.69 (s, 3H, CH3), 3.90 (s, 3H, CH3), 7.53 (s, 1H, Ar--H), 7.75 (s, 1H, Ar--H). ms: m/z 208 (M+), 192 (M+ -16), 178 (M+ -30), 162 (M+ -46).

Aufarbeitung

  1. customwas gradually returned to room temperature
  2. customto get light yellow precipitate which
  3. filtrationwas then collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-b7c8968b282341dc9153edda70f07640
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05158953

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