Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25494Generated: October 26, 2026

Ethyl Acetate → 3-{3-[5-(5,6-Difluoro-1H-indol-2-yl)-2-methoxy-phenyl]-thioureido}-benzoic acid

https://huagongshe.com/reaction/25494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantBenzoic acid, 3-isothiocyanato-HCID 75046—
Reactant5-(5,6-difluoro1H-indol-2-yl)-2-methoxy-phenylamineHCID 9943439—
SolventTetrahydrofuranHCID 8028—
Product3-{3-[5-(5,6-Difluoro-1H-indol-2-yl)-2-methoxy-phenyl]-thioureido}-benzoic acidHCID 10297819—

Reaction Conditions

Temperature50 °C

Reaction Steps

The product from Example 3, 5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenylamine, (0.274 g, 1.0 mmol) was mixed with 3-carboxyphenyl isothiocyanate (0.185 g, 1.0 mmol) in tetrahydrofuran (10 mL) and was heated briefly to 50° C. and then allowed to stand overnight at room temperature. The tetrahydrofuran was boiled off on the rotary evaporator (no vacuum) to give a solid. Ethyl acetate (10 mL) was added, and the mixture was allowed to stand overnight at room temperature. The insoluble material was collected by filtration, washed with ethyl acetate, and air-dried to give the product (0.379 g), mp 221-223° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06858739B2
Source datasetuspto-grants-2005_02
ORD IDord-0ea489351c654338b1e2cfab35f4599c
Source noteuspto-grants-2005_02