Naphtho(2,3-c)furan-1,3-dione → HCID 18174657, Verbindung

HRID 427548

Reaktionsgleichung

Reaktionsgleichung von HRID 427548
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([C:7]([NH:9][C:10]2[C:11]([NH2:16])=[CH:12][CH:13]=[CH:14][CH:15]=2)=[O:8])=[CH:5][CH:4]=1.[CH:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[C:21]2[C:29]([O:31][C:32](=O)[C:20]=12)=[O:30]>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N:16]2[C:32](=[O:31])[C:20]3[CH:19]=[C:28]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]4=[CH:22][C:21]=3[C:29]2=[O:30])=[O:8])=[CH:17][CH:18]=1

Komponenten

4

Edukt 2

HCID 69743Naphtho(2,3-c)furan-1,3-dioneHCID 785232N-(2-Aminophenyl)-4-methoxybenzamide

Produkt 1

HCID 18174657HCID 18174657, VerbindungAusbeute 83,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

A pressure tube was charged with N1-(4-methoxybenzoyl)-1,2-benzenediamine (1.00 g, 4.13 mmol), 2,3-napthalenedicarboxylic anhydride (820 mg, 4.13 mmol), and tetrahydrofuran (16 mL). The resultant slurry was then placed in a bath heated to 110° C. for 16 h. After cooling to ambient temperature and standing for 3 h, the mixture was further cooled to −10° C. for 20 h. The resulting solid was collected by filtration and washed with cold ethyl acetate. The solid was then pulverized and dried under vacuum at 50° C. for 20 h to yield 1.45 g (83%) of the title compound.

Aufarbeitung

  1. customThe resultant slurry was then placed in a bath
  2. temperatureAfter cooling to ambient temperature
  3. temperaturethe mixture was further cooled to −10° C. for 20 h
  4. filtrationThe resulting solid was collected by filtration
  5. washwashed with cold ethyl acetate
  6. customdried under vacuum at 50° C. for 20 h

Quellen und Nachweise

ORD-Eintrag
ord-d3cd031fcc4840a39657a7384ed0009e
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06313122B1

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