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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 497968Generated: October 30, 2026

Lawesson's reagent → 3-Methyl-1-(2-pyridinyl)-1,9-dihydro-4H-pyrazolo[3,4-b]quinolin-4-thione

https://huagongshe.com/reaction/497968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant3-Methyl-1-(2-pyridinyl)-1,9-dihydro-4H-pyrazolo[3,4-b]quinolin-4-oneHCID 135848044—
SolventTolueneHCID 1140—
Product3-Methyl-1-(2-pyridinyl)-1,9-dihydro-4H-pyrazolo[3,4-b]quinolin-4-thioneHCID 135848075145.1%

Reaction Steps

A solution of 3-methyl-1-(2-pyridinyl)-1,9-dihydro-4H-pyrazolo[3,4-b]quinolin-4-one (13.94 g, 50.5 mmol) and Lawesson's Reagent (12.5 g, 30.9 mmol) in toluene (750 mL) was heated under reflux for 1 hour. The solution was cooled to room temperature, and the resulting crude crystals were collected by filtration. The crystals were recrystallized from ethyl acetate to give the title compound (13.11 g, 89% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949648B2
Source datasetuspto-grants-2005_09
ORD IDord-5d918bca84a34cf2ad007d6d78dda4e2
Source noteuspto-grants-2005_09