Hydrochloric Acid → 3,3'-Diaminobenzidine

Reaktionsgleichung

O.O.Cl[Sn]Cl.Cl.[N+:7]([C:10]1[CH:11]=[C:12]([C:17]2[CH:23]=[CH:22][C:20]([NH2:21])=[C:19]([N+:24]([O-])=O)[CH:18]=2)[CH:13]=[CH:14][C:15]=1[NH2:16])([O-])=O>>[NH2:7][C:10]1[CH:11]=[C:12]([C:17]2[CH:23]=[CH:22][C:20]([NH2:21])=[C:19]([NH2:24])[CH:18]=2)[CH:13]=[CH:14][C:15]=1[NH2:16]

Komponenten

Edukt 3

HCID 313Hydrochloric Acid

HCID 61436Stannous chloride dihydrate

HCID 31067203,3'-Dinitrobenzidine

Produkt 1

HCID 70713,3'-DiaminobenzidineAusbeute 69 %

Versuchsvorschrift

A 50 ml single neck round bottomed flask equipped with condenser, and stirring magnetic bar were placed SnCl2.2H2O (6 g, 26.5 mmol) and 15 ml concentrated hydrochloric acid and reaction mixture was stirred and than 3,3′-dinitrobenzidine (DNB) formula 2 where in R═CO2H (1.8 g, 5 mmol) was added in small portions over 15 minute to maintain the reaction temperature less than 60° C. The thick slurry was then stirred for additional 2 hours at 40° C. to complete the reduction. The salt of the tetramine was precipitated out, which was neutralized with cold 10% NaOH solution and the solid filtered out, washed with water dried under vacuum to give 3,3′-diaminobenzidine (DAB) in 69% yield (1.035 g).