Benzoic Acid → Quinoline Yellow

HRID 1030781Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1030781
C(O)(=O)C1C=CC=CC=1.Cl[C:11]1[C:12](Cl)=[C:13](Cl)[C:14](Cl)=[C:15]2[C:20](=[O:21])[O:19][C:17](=O)[C:16]=12.N[C:26]1[CH:27]=[CH:28][CH:29]=[C:30]2[C:35]=1[N:34]=[C:33]([CH3:36])[CH:32]=[CH:31]2.[OH-].[Na+]>O>[CH:28]1[CH:29]=[C:30]2[CH:31]=[CH:32][C:33]([CH:36]3[C:17](=[O:19])[C:16]4[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=4)[C:20]3=[O:21])=[N:34][C:35]2=[CH:26][CH:27]=1

Komponenten

6

Edukt 4

HCID 243Benzoic AcidHCID 8326Tetrachlorophthalic anhydrideHCID 14798Sodium HydroxideHCID 1404572-Methyl-8-aminoquinoline

Produkt 1

HCID 6731Quinoline YellowAusbeute 249,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

270 g of benzoic acid were placed in a stirred reaction vessel and melted. At from 125° to 130° C., there were added to the melt 82 g of tetrachlorophthalic anhydride followed by 19 g of 8-aminoquinaldine. The mixture was heated to 140° C. and stirred at that temperature for 2 hours and then heated to 160° C. and stirred for a further 2 hours. The reaction mixture was then cooled to 130° C. and there was added thereto a mixture of 400 ml of water and 160 g of 50% w/w caustic soda solution. The pigment suspension was filtered in vacuo, washed to neutrality with water and dried. There were obtained 82 g (98%) of quinophthalone of the formula ##STR5##

Aufarbeitung

  1. temperatureheated to 160° C.
  2. stirringstirred for a further 2 hours
  3. temperatureThe reaction mixture was then cooled to 130° C.
  4. additionthere was added
  5. filtrationThe pigment suspension was filtered in vacuo
  6. washwashed
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c100a28c97664b9289adf07d8186568d
Quelldatensatz
uspto-grants-1992_04
Patentnummer
US05106980

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