Ethanol → Benzene, 1,3-dichloro-5-nitro-

HRID 426923

Reaktionsgleichung

Reaktionsgleichung von HRID 426923
[Cl:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[C:5]([Cl:12])[C:3]=1N.C(O)C.[N+]([O-])([O-])=O.[Na+].S(=O)(=O)(O)O>O>[Cl:1][C:2]1[CH:8]=[C:7]([N+:9]([O-:11])=[O:10])[CH:6]=[C:5]([Cl:12])[CH:3]=1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 74302,6-Dichloro-4-nitroanilineHCID 24268Sodium Nitrate

Produkt 1

HCID 12064Benzene, 1,3-dichloro-5-nitro-Ausbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

An article in Journal of the American Chemical Society, 72 (1950), 798, discloses that 2,6-dichloro-4-nitroaniline, ethanol and sodium nitrate can be reacted at the boil, in the absence of water and in the presence of concentrated sulfuric acid, to give an 84% yield of 3,5-dichloronitrobenzene. A corresponding reaction to form the 3,5-dibromonitrobenzene proceeds with a yield of 91%. The process is unsatisfactory in respect of the yield and purity of the end product and in respect of simple, reliable and economical operation, particularly on an industrial scale.

Quellen und Nachweise

ORD-Eintrag
ord-65ff04a079b54b56a28b1ea15f90fd05
Quelldatensatz
uspto-grants-1979_10
Patentnummer
US04172098

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