Phosphorus tribromide → 4-Chloroisatoic anhydride

HRID 1639294Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1639294
C([O:8][C:9]([NH:11][C:12]1[CH:20]=[C:19]([Cl:21])[CH:18]=[CH:17][C:13]=1[C:14]([OH:16])=[O:15])=O)C1C=CC=CC=1.P(Br)(Br)Br>C(OCC)C>[Cl:21][C:19]1[CH:18]=[CH:17][C:13]2[C:14](=[O:16])[O:15][C:9](=[O:8])[NH:11][C:12]=2[CH:20]=1

Komponenten

4

Edukt 2

HCID 24614Phosphorus tribromideHCID 292998452-{[(Benzyloxy)carbonyl]amino}-4-chlorobenzoic acid

Produkt 1

HCID 3291054-Chloroisatoic anhydrideAusbeute 91,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A mixture of 2-benzyloxycarbonylamino-4-chlorobenzoic acid (564 g) and phosphorus tribromide (1.5 kg) in diethyl ether (9 l) was refluxed for 40 hours and allowed to stand at room temperature for 5 days. The resulting precipitates were collected by filtration and washed in turn with diethyl ether (5 l) and ethanol (3 l) to give 7-chloro-2H-3,1-benzoxazine-2,4(1H)-dione (335 g).

Aufarbeitung

  1. temperaturewas refluxed for 40 hours
  2. customThe resulting precipitates
  3. filtrationwere collected by filtration
  4. washwashed in turn with diethyl ether (5 l) and ethanol (3 l)

Quellen und Nachweise

ORD-Eintrag
ord-4ec20ebac9db494db22ba808c6941920
Quelldatensatz
uspto-grants-1989_11
Patentnummer
US04883800

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