Phenol → 9,10-Anthracenedione, 1-amino-4,5-dihydroxy-8-nitro-

HRID 2071670Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2071670
[N+](C1C2C(=O)C3C(=C([N+]([O-])=O)C=CC=3O)C(=O)C=2C(O)=CC=1)([O-])=O.[N+:25]([C:28]1[C:41]2[C:40](=[O:42])[C:39]3[C:34](=[C:35]([OH:46])[CH:36]=[CH:37][C:38]=3[N+:43]([O-])=O)[C:33](=[O:47])[C:32]=2[C:31]([OH:48])=[CH:30][CH:29]=1)([O-:27])=[O:26].C1(O)C=CC=CC=1>CO>[NH2:43][C:38]1[C:39]2[C:40](=[O:42])[C:41]3[C:32](=[C:31]([OH:48])[CH:30]=[CH:29][C:28]=3[N+:25]([O-:27])=[O:26])[C:33](=[O:47])[C:34]=2[C:35]([OH:46])=[CH:36][CH:37]=1

Komponenten

5

Edukt 3

HCID 996PhenolHCID 30909169,10-Anthracenedione, 1,5-dihydroxy-4,8-dinitro-HCID 33784401,8-Dinitro-4,5-dihydroxyanthraquinone

Produkt 1

HCID 54840799,10-Anthracenedione, 1-amino-4,5-dihydroxy-8-nitro-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

16.5 parts of a mixture of 1,5-dinitro-4,8-dihydroxyanthraquinone and 1,8-dinitro-4,5-dihydroxyanthraquinone (about 1:1 parts) is heated with 50 parts of phenol for eight hours at 180° C while stirring. After cooling 100 parts by volume of methanol is added, the precipitate is suction filtered and the residue is washed with methanol and then with hot water. After drying 13 parts of a mixture of 1-amino-5-nitro-4,8-dihydroxyanthraquinone and 1-amino-8-nitro-4,5-dihydroxyanthraquinone is obtained; this is equivalent to 87% of the calculated yield.

Aufarbeitung

  1. additionis added
  2. filtrationfiltered
  3. washthe residue is washed with methanol
  4. customAfter drying
  5. addition13 parts of a mixture of 1-amino-5-nitro-4,8-dihydroxyanthraquinone

Quellen und Nachweise

ORD-Eintrag
ord-e7ce05f0396f4909a73243b9ac0db4b4
Quelldatensatz
uspto-grants-1977_09
Patentnummer
US04048199

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