Chloroacetic Acid → 2-(2,5-Dichlorophenyl)-2-mercaptoacetic acid

HRID 248583

Reaction equation

HRID 248583 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][CH:3]=1.ClS(O)(=O)=O.ClC1C=CC(Cl)=CC=1[SH:22].Cl[CH2:24][C:25]([OH:27])=[O:26]>[Zn]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[CH:24]([SH:22])[C:25]([OH:27])=[O:26]

Participants

6

Reactant 4

HCID 300Chloroacetic AcidHCID 46851,4-DichlorobenzeneHCID 24638Chlorosulfonic acidHCID 799652,5-Dichlorobenzenethiol

Product 1

HCID 224923292-(2,5-Dichlorophenyl)-2-mercaptoacetic acid

Reagents, catalysts & solvents 1

HCID 23994ZincCatalyst

Procedure

the method in which 1,4-dichlorobenzene is sulfochlorinated with chlorosulfonic acid and then reduced to 2,5-dichlorothiophenol with zinc powder under acidic conditions, followed by reaction with monochloroacetic acid to yield 2,5-dichlorophenylthioglycolic acid (U.S. Pat. No. 3,440,288),

Sources & evidence

ORD record
ord-929d79cd629e4e0098ad4a0e47eae538
Source dataset
uspto-grants-1993_05
Patent number
US05210287

Linked notes

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