Sulfuric Acid → Benzidine

HRID 1071897

Reaktionsgleichung

Reaktionsgleichung von HRID 1071897
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1S(O)(=O)=O)([O-])=O.[N+:14]([C:17]1[CH:18]=[C:19](S([O-])(=O)=O)[CH:20]=[CH:21][CH:22]=1)([O-])=O.[Na+].[N+](C1C=CC=CC=1)([O-])=O.[OH-].[Na+].N(C1C=CC=CC=1)NC1C=CC=CC=1.S(=O)(=O)(O)O>[Zn]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:20]2[CH:19]=[CH:18][C:17]([NH2:14])=[CH:22][CH:21]=2)=[CH:6][CH:5]=1

Komponenten

8

Edukt 6

HCID 1118Sulfuric AcidHCID 66642-Nitrobenzenesulphonic acidHCID 7416NitrobenzeneHCID 14798Sodium HydroxideHCID 31222HydrazobenzeneHCID 31389Sodium 3-nitrobenzenesulfonate

Produkt 1

HCID 7111Benzidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23994ZincKatalysator

Versuchsvorschrift

A 2-nitrobenzenesulfonic acid derivative (e.g. sodium 2-nitrobenzenesulfonate) or a 3-nitrobenzenesuflonic acid derivative (e.g. sodium 3-nitrobenzenesulfonate) and nitrobenzene are treated with zinc dust in the presence of an alkali (e.g. sodium hydroxide) and the resulting hydrazobenzene derivative is treated with sulfuric acid, to give the corresponding 4,4′-diaminobiphenyl derivative. This is diazotized using sodium nitrite under acidic conditions in the presence of hydrochloric acid, followed by reaction with sodium azide, to give the desired product.

Quellen und Nachweise

ORD-Eintrag
ord-c9827427759e481e95f5eb7980b46efa
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06908719B1

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