Thioglycolic Acid → Ethyl 4-carboxymethylsulfenyl-2-chlorobenzoate

HRID 353696

Reaction equation

HRID 353696 reaction equation
[Cl:1][C:2]1[CH:12]=[C:11](Cl)[CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7][CH3:8])=[O:5].C(=O)([O-])[O-].[K+].[K+].[SH:20][CH2:21][C:22]([OH:24])=[O:23]>CN(C)C=O>[C:22]([CH2:21][S:20][C:11]1[CH:10]=[CH:9][C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])=[C:2]([Cl:1])[CH:12]=1)([OH:24])=[O:23]

Participants

5

Reactant 3

HCID 1133Thioglycolic AcidHCID 11430Potassium CarbonateHCID 42026Benzoic acid, 2,4-dichloro-, ethyl ester

Product 1

HCID 12993801Ethyl 4-carboxymethylsulfenyl-2-chlorobenzoate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A mixture containing ethyl 2,4-dichlorobenzoate (10.0 g), potassium carbonate (9.44 g), dimethylformamide (50 ml), and mercaptoacetic acid (3.8 ml) was allowed to react with heat at 80° C. for 4 hours.

Workup

  1. customto react

Sources & evidence

ORD record
ord-80dc97ce6d084062a119638e87f00d1a
Source dataset
uspto-grants-2004_06
Patent number
US06756343B1

Linked notes

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