Partial Reduction of Dinitroarenes to Nitroanilines with Hydrazine Hydrate
- 1 October 1983
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 56 (10) , 3159-3164
- https://doi.org/10.1246/bcsj.56.3159
Abstract
Dinitroarenes containing substituents such as hydroxyl and amine groups could be conveniently reduced with 3 molar equivalents of hydrazine hydrate in presence of Raney nickel catalyst in ethanol/1,2-dichloroethane solvent mixture to give a product wherein one of the two nitro groups was reduced to the amino group. The yields of the partial reduction products are good. Under similar conditions alkoxyl substituents in the o,p-position to the nitro groups were displaced by the hydrazino group to give 2,4-dinitrophenylhydrazine as the main product. The details of the reduction reaction are described.This publication has 13 references indexed in Scilit:
- Selective reduction of aromatic nitro compounds containing o- and n-benzyl groups with hydrazine and raney nickelTetrahedron Letters, 1982
- Derivatives of 4‐amino‐2‐nitrodiphenylamine as dyes for synthetic polymer fibresJournal of Chemical Technology & Biotechnology, 1976
- Aminosäureantagonisten. II. β‐[5(6)‐Bis‐(β′‐chloräthyl)‐amino‐benzimidazolyl‐(2)]‐DL‐alanin und Derivate als potentielle CytostatikaJournal für Praktische Chemie, 1963
- Nucleophilic Substitution in Aromatic Ethers. I. Ethers in which Nucleophilic Substitution is PossibleJournal of the American Chemical Society, 1949
- Directive Influence of the Acetylamino Group in the Friedel--Crafts Acylation of the DiacetylaminonaphthalenesJournal of the American Chemical Society, 1949
- Researches on the alkoxy‐amino‐nitrobenzenes. I Partial reduction of 1‐alkoxy‐2,4‐dinitrobenzenes with sodium disulphide. The taste of the alkoxy‐amino‐nitrobenzenes thus obtainedRecueil des Travaux Chimiques des Pays-Bas, 1946
- Substitution of mobile halogen atoms in some halogenonitrobenzenes with glycol and glycerolRecueil des Travaux Chimiques des Pays-Bas, 1946
- 1,2-DIAMINO-4-NITROBENZENEOrganic Syntheses, 1941
- Ringschlüsse bei Acetyloximen aromatischer o‐OxyketoneJournal für Praktische Chemie, 1929
- Ueber Nitrirung unter verschiedenen BedingungenEuropean Journal of Inorganic Chemistry, 1884