Nitric Acid → 4-fluoro-6-nitro-1,3-benzoxazol-2(3H)-one

HRID 896199Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 896199
[N+:1]([O-:4])(O)=[O:2].[F:5][C:6]1[C:11]2[NH:12][C:13](=[O:15])[O:14][C:10]=2[CH:9]=[CH:8][CH:7]=1>S(=O)(=O)(O)O>[F:5][C:6]1[C:11]2[NH:12][C:13](=[O:15])[O:14][C:10]=2[CH:9]=[C:8]([N+:1]([O-:4])=[O:2])[CH:7]=1

Komponenten

4

Edukt 2

HCID 944Nitric AcidHCID 450905564-Fluoro-1,3-benzoxazol-2(3H)-one

Produkt 1

HCID 684892924-fluoro-6-nitro-1,3-benzoxazol-2(3H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
-10 °C

Versuchsvorschrift

Nitric acid (70%, 2.50 ml, 0.0389 mol) is added dropwise at −10° C. to a solution of 4-fluoro-1,3-benzoxazol-2(3H)-one (Step 4, 5.95 g, 0.0389 mol) in concentrated sulfuric acid (60 ml). The reaction is stirred at −10° C. for 30 minutes and then poured into ice water. The resulting precipitate is collected by filtration and dried under reduced pressure to give desired product contaminated with approximately 10-15% of the undesired 5-nitro isomer (7.2 g, 93%); mp 177-9° C.

Aufarbeitung

  1. filtrationThe resulting precipitate is collected by filtration
  2. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8c20d9331c75498693d20e115adc1d80
Quelldatensatz
uspto-grants-2005_07
Patentnummer
US06919329B2

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