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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466806Generated: November 4, 2026

m-Chlorophenylhydrazine hydrochloride → [3-(6-Chloro-2-methyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid

https://huagongshe.com/reaction/1466806

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chlorophenylhydrazine hydrochlorideHCID 75331—
Reactant[3-(2-Oxo-propylsulfanyl)-phenyl]-acetic acidHCID 66765032—
Solventtert-ButanolHCID 6386—
Product[3-(6-Chloro-2-methyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acidHCID 66765068—

Reaction Conditions

Temperature70 °C

Reaction Steps

[3-(2-Oxo-propylsulfanyl)-phenyl]-acetic acid (3.69 g, 16.5 mmol) was dissolved in t-BuOH (100 mL) then 3-chlorophenylhydrazine hydrochloride (3.25 g, 18.15 mmol) was added. The reaction was heated to 70° C. for 2 hour then cooled and submitted to aqueous workup to afford a mixture of regioisomers which included the title compound. The crude material was brought forward to the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000025B2
Source datasetuspto-grants-2015_04
ORD IDord-d138c14bc629424b9f0a22a1388a2034
Source noteuspto-grants-2015_04