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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 25513Generated: October 23, 2026

5-(1H-indol-2-yl)-2-methoxy-phenylamine → (4-{3-[5-(1h-Indol-2-yl)-2-methoxy-phenyl]-thioureido}-benzyl)-phosphonic acid diethyl ester

https://huagongshe.com/en/reaction/25513

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(1H-indol-2-yl)-2-methoxy-phenylamineHCID 9900204—
ReactantDiethyl 4-isothiocyanatobenzylphosphonateHCID 22568434—
SolventTetrahydrofuranHCID 8028—
Product(4-{3-[5-(1h-Indol-2-yl)-2-methoxy-phenyl]-thioureido}-benzyl)-phosphonic acid diethyl esterHCID 20760880—

Reaction Conditions

Temperature50 °C

Reaction Steps

The product from Example 1 (0.119 g, 0.5 mmol) and the product from Example 23, Step A (0.157 g, 0.54 mmol) were combined in tetrahydrofuran (8 mL), briefly heated to 50° C., and then allowed to stand for 6 hours at room temperature. The reaction mixture was concentrated to dryness and the residue triturated with hexanes/ethyl acetate. The product was collected by filtration (0.14 g), mp softening at 120° C., gradual decomposition.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06858739B2
Source datasetuspto-grants-2005_02
ORD IDord-b6636ae04dcd49b496eab737963808b0
Source noteuspto-grants-2005_02