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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1456015Generated: October 31, 2026

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

https://huagongshe.com/reaction/1456015

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 fitration, 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 numberUS05843956
Source datasetuspto-grants-1998_12
ORD IDord-66ed1ad8a512430c98046ef45ba55e90
Source noteuspto-grants-1998_12