Sulfuric Acid → Benzidine

HRID 1071893

Reaktionsgleichung

Reaktionsgleichung von HRID 1071893
[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.[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

7

Edukt 5

HCID 1118Sulfuric AcidHCID 66642-Nitrobenzenesulphonic acidHCID 73873-Nitrobenzenesulfonic acidHCID 14798Sodium HydroxideHCID 31222Hydrazobenzene

Produkt 1

HCID 7111Benzidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23994ZincKatalysator

Versuchsvorschrift

A 2-nitrobenzenesulfonic acid derivative (e.g. sodium 2-nitrobenzenesulfonate) or a 3-nitrobenzenesulfonic acid derivative (e.g. sodium 3-nitrobenzenesulfonate) is 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-072c0e4795c747fb819cc6e9d2dae4d3
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06908719B1

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