Phenol → 14H-benz[4,5]isoquino[2,1-a]perimidin-14-one

HRID 260890

Reaktionsgleichung

Reaktionsgleichung von HRID 260890
C1(O)C=CC=CC=1.[NH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][C:17]=2[NH2:19])[CH:12]=[CH:11][CH:10]=1.[CH:20]1[CH:25]=[C:24]2[C:26](O[C:29]([C:31]3=[CH:32][CH:33]=[CH:34][C:22](=[C:23]23)[CH:21]=1)=O)=[O:27]>CO>[CH:16]1[C:17]2=[C:18]3[C:13]([CH:12]=[CH:11][CH:10]=[C:9]3[N:8]=[C:29]3[C:31]4[CH:32]=[CH:33][CH:34]=[C:22]5[CH:21]=[CH:20][CH:25]=[C:24]([C:23]=45)[C:26](=[O:27])[N:19]32)=[CH:14][CH:15]=1

Komponenten

5

Edukt 3

HCID 996PhenolHCID 6693Naphthalic anhydrideHCID 680671,8-Diaminonaphthalene

Produkt 1

HCID 8127114H-benz[4,5]isoquino[2,1-a]perimidin-14-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

250 g of phenol are melted at about 60° C. 47.4 g of 1,8-diaminonaphthalene and 59.4 g of 1,8-naphthalic acid anhydride are introduced, while passing over nitrogen, and the mixture is heated to 150° C. in the course of 1 hour and kept at this temperature for 2 hours. The reaction mixture is cooled to 80° C., 120 ml of methanol are added at a temperature of 80° to 65° C. in the course of 30 minutes, and the mixture is cooled to room temperature and filtered with suction. After the residue has been washed with 240 ml of methanol and dried at 150° C., 88.8 g of the stated dyestuff are obtained in a very good quality.

Aufarbeitung

  1. temperatureThe reaction mixture is cooled to 80° C.
  2. temperaturethe mixture is cooled to room temperature
  3. filtrationfiltered with suction
  4. washAfter the residue has been washed with 240 ml of methanol
  5. customdried at 150° C.
  6. custom88.8 g of the stated dyestuff are obtained in a very good quality

Quellen und Nachweise

ORD-Eintrag
ord-222415fb05e64196981cfd7fb30e071f
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05530130

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