Cyanoacetamide → alpha-Cyano-beta-(2-Nitro-4,5-Dimethoxyphenyl)Acrylamide

HRID 2163573

Reaktionsgleichung

Reaktionsgleichung von HRID 2163573
N1CCCCC1.[C:7]([CH2:9][C:10]([NH2:12])=[O:11])#[N:8].[N+:13]([C:16]1[C:21]([CH:22]=O)=[CH:20][C:19]([O:24][CH3:25])=[C:18]([O:26][CH3:27])[CH:17]=1)([O-:15])=[O:14]>CO>[C:7]([C:9](=[CH:22][C:21]1[CH:20]=[C:19]([O:24][CH3:25])[C:18]([O:26][CH3:27])=[CH:17][C:16]=1[N+:13]([O-:15])=[O:14])[C:10]([NH2:12])=[O:11])#[N:8]

Komponenten

5

Edukt 3

HCID 7898CyanoacetamideHCID 8082PiperidineHCID 885056-Nitroveratraldehyde

Produkt 1

HCID 4145653alpha-Cyano-beta-(2-Nitro-4,5-Dimethoxyphenyl)Acrylamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Piperidine (2.1 g., 0.0237mole) and 2-cyanoacetamide (22.0g., 0.263 mole) are added to a slurry of 6-nitroveratraldehyde (50.0 g., 0.237 mole) in methanol (500 ml.). The mixture is heated to reflux for two hours, and then cooled in an ice bath and filtered. The bright yellow filter cake is washed with cold isopropanol (300 ml.) and then air dried. Yield = 60.1 g. (93%); m.p. 265°-266° C.

Aufarbeitung

  1. temperatureThe mixture is heated
  2. temperatureto reflux for two hours
  3. temperaturecooled in an ice bath
  4. filtrationfiltered
  5. washThe bright yellow filter cake is washed with cold isopropanol (300 ml.)
  6. customair dried

Quellen und Nachweise

ORD-Eintrag
ord-2e88bbac5f924a2cb8269c8b139714cc
Quelldatensatz
uspto-grants-1979_01
Patentnummer
US04134981

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