Chlorine → Benzenesulfonic acid, 3,5-dichloro-2-hydroxy-4-methyl-

HRID 259498

Reaktionsgleichung

Reaktionsgleichung von HRID 259498
[S:1]([C:5]1[CH:10]=[C:9]([Cl:11])[C:8]([CH3:12])=[CH:7][C:6]=1[OH:13])([OH:4])(=[O:3])=[O:2].[Cl:14]Cl>O.S(=O)(=O)(O)O>[S:1]([C:5]1[CH:10]=[C:9]([Cl:11])[C:8]([CH3:12])=[C:7]([Cl:14])[C:6]=1[OH:13])([OH:4])(=[O:2])=[O:3]

Komponenten

5

Edukt 2

HCID 24526ChlorineHCID 110423235-Chloro-2-hydroxy-4-methylbenzenesulfonic acid

Produkt 1

HCID 3085507Benzenesulfonic acid, 3,5-dichloro-2-hydroxy-4-methyl-

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

2-NITRO-4,6-DICHLORO-5-METHYLPHENOL IS PREPARED BY THE SULFONATION OF 4-CHLORO-5-METHYLPHENOL TO FORM 2-SULFO-4-CHLORO-5-METHYLPHENOL WHICH IS CHLORINATED TO 2-SULFO-4,6-DICHLORO-5-METHYLPHENOL WHICH IS IN TURN REACTED WITH NITRIC ACID TO FORM THE DESIRED PRODUCT. The sulfonation is carried out with concentrated sulfuric acid at elevated temperatures to form 2-sulfo-4-chloro-5-methylphenol. Thereafter the reaction mixture is diluted with water to a sulfuric acid content of 20-30%. The resulting 2-sulfo-4-chloro-5-methylphenol is chlorinated with chlorine at elevated temperature and normal or elevated pressures to form 2-sulfo-4,6-dichloro-5-methylphenol which is then reacted with nitric acid.

Quellen und Nachweise

ORD-Eintrag
ord-c60907fbfd514c2f8fd82ca302bb93d8
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04038328

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