Sulfuric Acid → 2,5-Dichlorophenol
Reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][C:3]=1N.S(=O)(=O)(O)[OH:11].S(O)(O)(=O)=O.ClC1C=CC(Cl)=CC=1N>>[Cl:1][C:2]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][C:3]=1[OH:11]Participants
Procedure
40 Grams of 2,5-dichloroaniline and 250 g of 75% aqueous sulfuric acid solution were charged into a ceramic ball mill having one liter capacity. A suspension of fine particles of 2,5-dichloroaniline sulfate was prepared by a method similar to that described in Example 5. The suspension was transferred into a beaker having one liter capacity. The ceramic ball mill used was washed with 77 g of 75% aqueous sulfuric acid solution and the washings were transferred into the beaker. Diazotization of 2,5-dichloroaniline sulfate in the form of suspension of fine particles was carried out by a method similar to that described in Example 5 except that 18.2 g of sodium nitrite powder was added in 15 minutes. The diazotized solution was hydrolyzed by a method similar to that described in Example 5. 35.5 Grams of 2,5-dichlorophenol (100° - 105° C/20 mmHg) was obtained. The yield was found to be 88.3%.
Workup
- customwas prepared by a method similar to
- washThe ceramic ball mill used was washed with 77 g of 75% aqueous sulfuric acid solution
- additionDiazotization of 2,5-dichloroaniline sulfate in the form of suspension of fine particles
- additionwas added in 15 minutes
Sources & evidence
- ORD record
- ord-f2dfb87e1f8d4ec2893505dd27287f1b
- Source dataset
- uspto-grants-1977_01
- Patent number
- US04005151
Reaction notes
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