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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613266Generated: October 29, 2026

Dimethyl Sulfoxide → 1-ethyl-N-(phenylethyl)-1H-pyrazolo[3,4-b]quinoline-4 amine

https://huagongshe.com/reaction/613266

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPhenethylamineHCID 1001—
Reactant1-ethyl-4-chloro-1H-pyrazolo[3,4-b]quinolineHCID 15816908—
SolventWaterHCID 962—
Product1-ethyl-N-(phenylethyl)-1H-pyrazolo[3,4-b]quinoline-4 amineHCID 1959222079%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 1-ethyl-4-chloro-1H-pyrazolo[3,4-b]quinoline (11.6 g, 0.05 mol), DMSO (20 ml) and phenethylamine (12.1 g, 0.1 mol) was heated at 80° C. overnight. The reaction mixture was poured into water (1 L) and the precipitate which formed was collected by filtration and washed with water. The solid was dissolved in hot ethyl acetate, and then the solution was dried over MgSO4, filtered and evaporated to a small volume. Hexane was added and then the mixture was cooled in an ice-bath and then the product which crystallized was collected by filtration, washed with hexane and dried to afford 12.5 g of 1-ethyl-N-(phenylethyl)-1H-pyrazolo[3,4-b]quinoline-4 amine, m.p. 157-158° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06008226
Source datasetuspto-grants-1999_12
ORD IDord-5cd0eb419d144e02966ab1cd41a346c4
Source noteuspto-grants-1999_12