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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25518Generated: October 23, 2026

4-Isothiocyanatobenzoic acid → 4-{3-[5-(1H-Indol-2-yl)-2-methoxy-phenyl]-thioureido}-benzoic acid

https://huagongshe.com/en/reaction/25518

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Isothiocyanatobenzoic acidHCID 242946—
Reactant5-(1H-indol-2-yl)-2-methoxy-phenylamineHCID 9900204—
SolventTetrahydrofuranHCID 8028—
Product4-{3-[5-(1H-Indol-2-yl)-2-methoxy-phenyl]-thioureido}-benzoic acidHCID 10136729—

Reaction Steps

The product from Example 1, Step B, 5-(1H-indol-2-yl)-2-methoxy-phenylamine (0.286 g, 1.0 mmol) was mixed with 4-carboxyphenyl isothiocyanate (0.185 g, 1.03 mmol) in tetrahydrofuran (40 mL). The solvent was boiled off on the rotary evaporator (no vacuum), and ethyl acetate was added to the residue and the insoluble material was collected by filtration. The collected solid was taken up in tetrahydrofuran, concentrated to dryness, and triturated again with ethyl acetate to give the product as a white solid (0.180 g), mp 201-203° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06858739B2
Source datasetuspto-grants-2005_02
ORD IDord-59dd223e14d24fb2892d59c048dfbdde
Source noteuspto-grants-2005_02