Ammonia → 8-Nitro-4-oxo-4H-1-benzopyran-2-carboxamide

HRID 1603881Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1603881
[NH3:1].[N+:2]([C:5]1[C:14]2[O:13][C:12]([C:15](OCC)=[O:16])=[CH:11][C:10](=[O:20])[C:9]=2[CH:8]=[CH:7][CH:6]=1)([O-:4])=[O:3]>C(O)C.O1CCCC1>[N+:2]([C:5]1[C:14]2[O:13][C:12]([C:15]([NH2:1])=[O:16])=[CH:11][C:10](=[O:20])[C:9]=2[CH:8]=[CH:7][CH:6]=1)([O-:4])=[O:3]

Komponenten

5

Edukt 2

HCID 222AmmoniaHCID 100840998-nitro-2-ethoxycarbonyl-4-oxo-4H-1-benzopyran

Produkt 1

HCID 196062688-Nitro-4-oxo-4H-1-benzopyran-2-carboxamideAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Gas ammonia was bubbled for 30 minutes in a solution of ethyl 8-nitro-4-oxo-4H-benzopyran-2-carboxylate (2.109 g, 8.02 mmol) in anhydrous ethanol (50 ml) and anhydrous tetrahydrofuran (50 ml). After that the mixture was evaporated to dryness and the resulting solid residue was suspended in concentrated hydrochloric acid (20 ml) stirring at room temperature for 4 h. Then the mixture was diluted with water, the solid was recovered by filtration, washed repeatedly with water and dried under vacuum on phosphorous pentoxyde, to obtain 1.515 g of the title product (81% yield).

Aufarbeitung

  1. customAfter that the mixture was evaporated to dryness
  2. additionThen the mixture was diluted with water
  3. filtrationthe solid was recovered by filtration
  4. washwashed repeatedly with water
  5. customdried under vacuum on phosphorous pentoxyde

Quellen und Nachweise

ORD-Eintrag
ord-46708ea962d740968b8542aea6ba0d32
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05990142

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