4-Nitroanthranilic acid → 4-Nitro-isatoic anhydride

HRID 68672

Reaktionsgleichung

Reaktionsgleichung von HRID 68672
[NH2:1][C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].N1([C:19](N2C=CN=C2)=[O:20])C=CN=C1>O1CCCC1>[N+:11]([C:9]1[CH:8]=[CH:7][C:3]2[C:4](=[O:6])[O:5][C:19](=[O:20])[NH:1][C:2]=2[CH:10]=1)([O-:13])=[O:12]

Komponenten

4

Edukt 2

HCID 120764-Nitroanthranilic acidHCID 682631,1'-Carbonyldiimidazole

Produkt 1

HCID 2820894-Nitro-isatoic anhydride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

Into a 1000-mL 4-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 2-amino-4-nitrobenzoic acid (54.6 g, 300.00 mmol, 1.00 equiv) in tetrahydrofuran (500 mL), di(1H-imidazol-1-yl)methanone (58.32 g, 360.00 mmol). The resulting solution was stirred for 2 h at 10° C. The solids were collected by filtration to yield 7-nitro-1H-benzo[d][1,3]oxazine-2,4-dione as a yellow solid.

Aufarbeitung

  1. customInto a 1000-mL 4-necked round-bottom flask purged
  2. temperaturemaintained with an inert atmosphere of nitrogen
  3. filtrationThe solids were collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-2a336b5a78e244af99491d07f9fe4946
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822447B2

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