Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1458731Generated: October 31, 2026

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

https://huagongshe.com/reaction/1458731

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) is heated at 80° C. overnight. The reaction mixture is poured into water (1 L), and the precipitate that forms is collected by filtration and washed with water. The solid is dissolved in hot ethyl acetate, and then the solution is dried over MgSO4, filtered and evaporated to a small volume. Hexane is added, and then the mixture is cooled in an ice bath, and then the product that crystallizes is 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 numberUS05852035
Source datasetuspto-grants-1998_12
ORD IDord-c77d079b3d7e40a8b780cce75e3e8d38
Source noteuspto-grants-1998_12