Dimethylformamide → HCID 178482613, Verbindung

HRID 655695Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 655695
C(#N)C([CH2:4][C:5]#[N:6])O.[H-].[Na+].[CH3:10][N:11]([CH3:24])[C:12]1[CH:23]=[C:16]2[C:17]([O:19][C:20](=O)[NH:21][C:15]2=[CH:14][CH:13]=1)=O.C[N:26](C)C=O>O>[NH2:26][C:20]1[C:4]([C:5]#[N:6])=[C:17]([OH:19])[C:16]2[C:15](=[CH:14][CH:13]=[C:12]([N:11]([CH3:10])[CH3:24])[CH:23]=2)[N:21]=1

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 127157955-Dimethylaminoisatoic anhydrideHCID 212535622-Hydroxybutanedinitrile

Produkt 1

HCID 178482613HCID 178482613, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To the solution of 4 g of malonitrile in 50 mL of dimethylformamide in several portions 2.4 g of sodium hydride 60% oily dispersion is added. To the clear solution 8 g of 5-dimethylamino-isatoic anhydride is added and the mixture is stirred at room temperature for 10 hours. The mixture is diluted with 70 mL of water and extracted with 2×30 mL of ethyl acetate. The aqueous phase is evaporated in vacuum, the solid residue is dissolved in 20 mL of water, the pH is adjusted to 6 with acetic acid. The precipitated material is filtered off, and washed with water. After drying 6.5 g of the title compound is obtained, m.p.: 360° C.

Aufarbeitung

  1. extractionextracted with 2×30 mL of ethyl acetate
  2. customThe aqueous phase is evaporated in vacuum
  3. dissolutionthe solid residue is dissolved in 20 mL of water
  4. filtrationThe precipitated material is filtered off
  5. washwashed with water
  6. dry with materialAfter drying 6.5 g of the title compound
  7. customis obtained

Quellen und Nachweise

ORD-Eintrag
ord-353458c2d51d49e0a01fbd64d8206e7d
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071601B2

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