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

HRID 248584

Reaction equation

HRID 248584 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][C:3]=1N.N[C:11](N)=[S:12].ClC1C=CC(Cl)=CC=1S.ClC[C:25]([OH:27])=[O:26]>S([O-])([O-])(=O)=O.[Cu+2]>[Cl:1][C:2]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][C:3]=1[CH:11]([SH:12])[C:25]([OH:27])=[O:26]

Participants

6

Reactant 4

HCID 300Chloroacetic AcidHCID 72622,5-DichloroanilineHCID 799652,5-DichlorobenzenethiolHCID 2723790Thiourea

Product 1

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

Reagents, catalysts & solvents 1

HCID 24462Copper SulfateCatalyst

Procedure

the method in which 2,5-dichloroaniline is diazotized and then reacted with thiourea in the presence of copper sulfate and subsequently hydrolyzed to 2,5-dichlorothiophenol, followed by reaction with monochloroacetic acid to yield 2,5-dichlorophenylthioglycolic acid (Ger. Offen. DE3715508),

Sources & evidence

ORD record
ord-87f5429d54f94a869a229441326f3c7f
Source dataset
uspto-grants-1993_05
Patent number
US05210287

Linked notes

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