Naphthalene → 1,6-Cleve's acid

HRID 372359

Reaktionsgleichung

Reaktionsgleichung von HRID 372359
[NH2:1]C1C2C(=CC=C(S(O)(=O)=O)C=2)C=CC=1.C1C2C(=CC=CC=2)C=CC=1.[CH:26]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:29]=[CH:28][C:27]=1[S:36]([OH:39])(=[O:38])=[O:37]>[Fe]>[NH2:1][C:31]1[C:30]2[C:35](=[CH:26][C:27]([S:36]([OH:39])(=[O:38])=[O:37])=[CH:28][CH:29]=2)[CH:34]=[CH:33][CH:32]=1

Komponenten

5

Edukt 3

HCID 931NaphthaleneHCID 8386Cleve's acidHCID 84202-Naphthalenesulfonic acid

Produkt 1

HCID 84081,6-Cleve's acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23925IronKatalysator

Versuchsvorschrift

It is known that 1-amino-naphthalene-7-sulphonic acid can be prepared, for example, by sulphonating naphthalene, nitrating the resulting 2-naphthalenesulphonic acid and subsequently reducing this with iron (Beilstein H XIV, 765 and Ullmann, volume 12, 625 (1960)). 1-Amino-naphthalene-6-sulphonic acid is always formed as a by-product in this preparation and must be separated off.

Quellen und Nachweise

ORD-Eintrag
ord-b69c74347ade4030a16dea01bf481a14
Quelldatensatz
uspto-grants-1978_05
Patentnummer
US04091013

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