ethyl N-cyanopropionimidate → HCID 178457586, Verbindung

HRID 2371681

Reaktionsgleichung

Reaktionsgleichung von HRID 2371681
[C:1]([N:3]=[C:4](OCC)[CH2:5][CH3:6])#[N:2].[C:10]([C:12]1[CH:25]=[CH:24][C:15]2[O:16][C:17]([CH3:23])([CH3:22])[C@@H:18]([OH:21])[C@H:19]([NH2:20])[C:14]=2[CH:13]=1)#[N:11]>C(OCC)(=O)C>[C:10]([C:12]1[CH:25]=[CH:24][C:15]2[O:16][C:17]([CH3:23])([CH3:22])[C@@H:18]([OH:21])[C@H:19]([NH:20][C:4](=[N:3][C:1]#[N:2])[CH2:5][CH3:6])[C:14]=2[CH:13]=1)#[N:11]

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, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To 1.39 g of ethyl N-cyanopropionimidate, 2.17 g of 6-cyano-3,4-dihydro-2,2-dimethyl-trans-4-amino-2H-benzo[b]pyran-3-ol was added, and the mixture was reacted under stirring at a temperature of from 100° to 120° C. for 2 hours. The reaction mixture was cooled, then dissolved in 100 ml of ethyl acetate, washed twice with a saturated sodium chloride aqueous solution and then dried over anhydrous sodium sulfate Then, ethyl acetate was distilled off under reduced pressure The residual oily substance was purified by silica gel column chromatography to obtain 1.48 g of the above identified compound in the form of crystals.

Aufarbeitung

  1. customthe mixture was reacted
  2. temperatureThe reaction mixture was cooled
  3. washwashed twice with a saturated sodium chloride aqueous solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationethyl acetate was distilled off under reduced pressure The residual oily substance
  6. customwas purified by silica gel column chromatography
  7. customto obtain 1.48 g of the

Quellen und Nachweise

ORD-Eintrag
ord-2a12844b5f2b41e3b8d30b759a484cea
Quelldatensatz
uspto-grants-1992_03
Patentnummer
US05095016

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