Acetonitrile → HCID 14677477, Verbindung

HRID 477454Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 477454
C[N:2]([CH3:15])[CH:3]=[CH:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1)=O.Cl.NC1[N:19]=[CH:20][NH:21][C:22]=1[C:23]([NH2:25])=[O:24].C(=O)(O)[O-].[Na+].C(#N)C>C(O)(=O)C>[CH3:14][O:13][C:10]1[CH:9]=[CH:8][C:7]([C:5]2[N:19]3[CH:20]=[N:21][C:22]([C:23]([NH2:25])=[O:24])=[C:15]3[N:2]=[CH:3][CH:4]=2)=[CH:12][CH:11]=1

Komponenten

6

Edukt 4

HCID 6342AcetonitrileHCID 661465-Aminoimidazole-4-carboxamide hydrochlorideHCID 516892Sodium BicarbonateHCID 7224023-(Dimethylamino)-1-(4-methoxyphenyl)prop-2-en-1-one

Produkt 1

HCID 14677477HCID 14677477, VerbindungAusbeute 40,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A stirred mixture of 15.0 g of 3-dimethylamino-4'-methoxyacrylophenone (prepared as described in Example 8) and 9.2 g of 4-amino-5-imidazolecarboxamide hydrochloride in 450 ml of glacial acetic acid was heated at reflux for 24 hours. Evaporation of the solvent in vacuo gave a solid which was treated with saturated sodium bicarbonate solution, then washed with water and filtered to give colorless crystals. This material was treated with hot acetonitrile and collected by filtration. Recrystallization from ethanol gave 6.1 g of the desired product as yellow crystals, mp 246°-249° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 24 hours
  3. customEvaporation of the solvent in vacuo
  4. customgave a solid which
  5. washwashed with water
  6. filtrationfiltered
  7. customto give colorless crystals
  8. filtrationcollected by filtration
  9. customRecrystallization from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-fd534a1d419b46c1bf89cb3dfe7bae20
Quelldatensatz
uspto-grants-1989_12
Patentnummer
US04888345

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