ethyl N-cyanopropionimidate → HCID 178457586, Verbindung

HRID 1030218

Reaktionsgleichung

Reaktionsgleichung von HRID 1030218
[NH2:1][C@@H:2]1[C:7]2[CH:8]=[C:9]([C:12]#[N:13])[CH:10]=[CH:11][C:6]=2[O:5][C:4]([CH3:15])([CH3:14])[C@H:3]1[OH:16].[C:17]([N:19]=[C:20](OCC)[CH2:21][CH3:22])#[N:18]>C(O)C>[C:17]([N:19]=[C:20]([NH:1][C@@H:2]1[C:7]2[CH:8]=[C:9]([C:12]#[N:13])[CH:10]=[CH:11][C:6]=2[O:5][C:4]([CH3:14])([CH3:15])[C@H:3]1[OH:16])[CH2:21][CH3:22])#[N:18]

Komponenten

4

Edukt 2

HCID 10820532ethyl N-cyanopropionimidateHCID 10943936(3S,4R)-4-amino-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile

Produkt 1

HCID 178457586HCID 178457586, VerbindungAusbeute 47 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of trans-4-amino-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-1-benzopyran-6-carbonitrile (4.37 g) and ethyl N-cyanopropionimidate (2.65 g) in ethanol (22 ml) was refluxed for 10 hours. The mixture was cooled and concentrated under reduced pressure. The residue was pulverized with ethanol and recrystallized from ethanol to give trans-4-[N-[1-(cyanoimino)propyl]amino]-3,4-dihydro-2,2-dimethyl-3-hydroxy-2H-1-benzopyran-6-carbonitrile (2.81 g).

Aufarbeitung

  1. temperaturewas refluxed for 10 hours
  2. temperatureThe mixture was cooled
  3. concentrationconcentrated under reduced pressure
  4. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-ef8b4c26a3324654b19cb9e0070fa59c
Quelldatensatz
uspto-grants-1992_04
Patentnummer
US05104890

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