Sulfuric Acid → 5-Chloro-2-hydroxy-4-methylbenzenesulfonic acid

HRID 259499

Reaction equation

HRID 259499 reaction equation
[N+]([C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([CH3:11])=[C:6](Cl)[C:5]=1[OH:13])([O-])=O.ClC1C(C)=CC(O)=CC=1.[S:23](=O)(=[O:26])([OH:25])[OH:24]>>[S:23]([C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([CH3:11])=[CH:6][C:5]=1[OH:13])([OH:26])(=[O:25])=[O:24]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 17324-Chloro-3-methylphenolHCID 170222Phenol, 2,4-dichloro-3-methyl-6-nitro-

Product 1

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

Procedure

According to the present invention there is provided a process for preparing 2-nitro-4,6-dichloro-5-methylphenol comprising sulphonation of 4-chloro-5-methyl-phenol with concentrated sulphuric acid at elevated temperature to form 2-sulpho-4-chloro-5-methylphenol, thereafter diluting the reaction mixture with water to a sulphuric acid content of 20 to 30%, chlorinating the resulting 2-sulpho-4-chloro-5-methylphenol with chlorine at elevated temperature and normal or elevated pressure to form 2-sulpho-4,6-dichloro-5-methylphenol and reacting the 2-sulpho-4,6-dichloro-5-methylphenol with nitric acid.

Workup

  1. customis provided a process

Sources & evidence

ORD record
ord-969d40e96a0947f5af9516ea01802910
Source dataset
uspto-grants-1977_07
Patent number
US04038328

Linked notes

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