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

HRID 1283153

Reaktionsgleichung

Reaktionsgleichung von HRID 1283153
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., 0.0237 mole) and 2-cyanoacetamide (22.0 g., 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 2 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 2 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-4efab4af78354ae2a81d558f98daa770
Quelldatensatz
uspto-grants-1976_08
Patentnummer
US03974161

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