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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25522Generated: October 26, 2026

3-Pyridyl isothiocyanate → 1-[5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenyl]-3-pyridin-3-yl-thiourea

https://huagongshe.com/reaction/25522

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Pyridyl isothiocyanateHCID 2737242—
Reactant5-(5,6-difluoro1H-indol-2-yl)-2-methoxy-phenylamineHCID 9943439—
SolventTetrahydrofuranHCID 8028—
Product1-[5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenyl]-3-pyridin-3-yl-thioureaHCID 10179761—

Reaction Conditions

Temperature50 °C

Reaction Steps

The product from Example 3, 5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenylamine (0.277 g, 1.0 mmol) was mixed with 3-isothiocyanatopyridine (0.146 g, 1.07 mmol) in tetrahydrofuran (10 mL) and was heated briefly to 50° C. and then allowed to stand overnight at room temperature. The tetrahydrofuran was removed on the rotary evaporator to give a solid. The solid was triturated with hexanes/ethyl acetate, 1/1, v/v and was triturated a second time with hexanes/ethyl acetate, 4/1, v/v to give the product (0.309 g), mp 128-130° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06858739B2
Source datasetuspto-grants-2005_02
ORD IDord-f878aee7251846608a61d35112572504
Source noteuspto-grants-2005_02