Nitric Acid → HCID 14402878, Verbindung

HRID 1381824Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1381824
[N+:1]([O-:4])(O)=[O:2].C(OC(=O)C)(=O)C.S(=O)(=O)(O)O.[C:17]([CH2:19][N:20]1[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=2[O:23][CH2:22][C:21]1=[O:30])#[N:18].[OH-].[Na+]>O>[C:17]([CH2:19][N:20]1[C:25]2[CH:26]=[C:27]([N+:1]([O-:4])=[O:2])[CH:28]=[CH:29][C:24]=2[O:23][CH2:22][C:21]1=[O:30])#[N:18]

Komponenten

7

Edukt 5

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 27358644-(Cyanomethyl)-2H-1,4-benzoxazin-3(4H)-one

Produkt 1

HCID 14402878HCID 14402878, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Fuming (α 1.52) nitric acid (1.3 ml) is added dropwise to 0° C. to acetic anhydride (11.3 g), and thereafter a catalytic amount of concentrated sulfuric acid is added. To the solution is added portionwise at 0° C. 4-cyanomethyl-2H-1,4-benzoxazin-3(4H)-one (1.88 g). The mixture is stirred at 0° C. for 20 minutes, treated dropwise with a cold solution which is made by dissolving sodium hydroxide (10 g) in water (87.5 ml) and cooled to 0° C., stirred at 0° C. for 30 minutes to finish the reaction, and extracted with methyl isobutyl kotone. The extract is washed with water, dried, and evaporated. The resultant solid is recrystallized from ethanol to obtain an end product 4-cyanomethyl-6-nitro-2H-1,4-benzoxazin-3(4H)-one (1.3 g). mp. 173° C.

Aufarbeitung

  1. additionTo the solution is added portionwise at 0° C
  2. additiontreated dropwise with a cold solution which
  3. temperaturecooled to 0° C.
  4. stirringstirred at 0° C. for 30 minutes
  5. customthe reaction
  6. extractionextracted with methyl isobutyl kotone
  7. washThe extract is washed with water
  8. customdried
  9. customevaporated
  10. customThe resultant solid is recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-e15da29685884a71b7fef2dda3121417
Quelldatensatz
uspto-grants-1989_02
Patentnummer
US04804394

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