Phthalic Anhydride → HCID 131718923, Verbindung

HRID 1608914

Reaktionsgleichung

Reaktionsgleichung von HRID 1608914
[NH2:1][C:2]1C=[C:4]2[C:9](=[CH:10][CH:11]=1)C(S(O)(=O)=O)=CC=C2.[C:16]1(=[O:26])[O:21][C:19](=O)[C:18]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:17]12.[Na+].[NH2:28][C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)[C:35]([S:39]([O-:42])(=[O:41])=[O:40])=[CH:34][CH:33]=[CH:32]2.C([NH+](CC)CC)C>N1C=CC=CC=1>[NH+:1]1[CH:2]=[CH:11][CH:10]=[CH:9][CH:4]=1.[C:19]1(=[O:21])[N:28]([C:29]2[CH:30]=[C:31]3[C:36](=[CH:37][CH:38]=2)[C:35]([S:39]([O-:42])(=[O:40])=[O:41])=[CH:34][CH:33]=[CH:32]3)[C:16](=[O:26])[C:17]2=[CH:25][CH:24]=[CH:23][CH:22]=[C:18]12

Komponenten

6

Edukt 4

HCID 6811Phthalic AnhydrideHCID 664706-Aminonaphthalene-1-sulphonic acidHCID 1385867TriethylammoniumHCID 23696805Sodium 6-aminonaphthalene-1-sulphonate

Produkt 1

HCID 131718923HCID 131718923, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

223 g (1 mol) of 6-amino-1-naphthalenesulfonic acid and 148 g (1 mol) of phthalic anhydride are boiled for 0.5 h in 1 liter of pyridine. After boiling, the reaction mixture is left at room temperature for 16 h. The precipitated product is filtered and washed with pyridine and water, and then recrystallized from boiling water. Yield 298 g (69%); mp 234°-237° C.; Anal. Calcd. for C23H16N2SO5 :C 63.88, H 3.73, N 6.48, S 7.42; Found:C 63.74, H 3.81, N 6.52, S 6.99. When the 6-phthalimido-1-naphthalenesulfonic acid pyridinium salt was synthesized starting from 6-amino-1-naphthalenesulfonic acid sodium salt or triethylammonium salt, the calculated yields were 63% and 58% respectively.

Aufarbeitung

  1. filtrationThe precipitated product is filtered
  2. washwashed with pyridine and water
  3. customrecrystallized
  4. customthe calculated yields

Quellen und Nachweise

ORD-Eintrag
ord-05251847db624057a3846b096fcc6b76
Quelldatensatz
uspto-grants-1995_03
Patentnummer
US05399487

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