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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1086511Generated: October 26, 2026

Phosphorus sulfide (P2S5) → 1-Methyl-5-Methoxy-2-Indolinethione

https://huagongshe.com/reaction/1086511

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus sulfide (P2S5)HCID 14817—
ReactantSodium BicarbonateHCID 516892—
Reactant1,3-Dihydro-5-methoxy-1-methyl-2H-indol-2-oneHCID 9102194—
SolventTetrahydrofuranHCID 8028—
Product1-Methyl-5-Methoxy-2-IndolinethioneHCID 13776758—

Reaction Conditions

Temperature50 °C

Reaction Steps

18.5 g (0.22 mol) of sodium bicarbonate are added to a solution of 19.5 g (0.11 mol) of 5-methoxy-1-methyl-2-indolinone prepared according to A. H. BECKETT, R. W. DAISLEY and J. WALKER (Tetrahedron 1968, 24 6093) and 16.5 g (0.037 mol) of phosphorus pentasulfide in 200 ml of tetrahydrofuran. The reaction medium is heated to a temperature of 50° C. for 1 h 30 min and then filtered and concentrated on a water bath under vacuum. The residue is taken up with ice-cold water and the mixture is extracted with methylene chloride. The organic phase is washed with saturated sodium chloride solution, dried and evaporated. The residue is used in the next stage without further treatment.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05030646
Source datasetuspto-grants-1991_07
ORD IDord-5b94579deea04c9a84ebb9428ed474c1
Source noteuspto-grants-1991_07