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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1419859Generated: November 3, 2026

2-Isopropylaniline → 3-Butyryl-4-(2-isopropylphenylamino)-8-(2-methylthioethoxy)quinoline

https://huagongshe.com/reaction/1419859

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-IsopropylanilineHCID 12561—
Reactant3-Butyryl-4-chloro-8-(2-methylthioethoxy)quinolineHCID 54562429—
SolventChloroformHCID 6212—
Product3-Butyryl-4-(2-isopropylphenylamino)-8-(2-methylthioethoxy)quinolineHCID 5449571380.5%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 3-butyryl-4-chloro-8-(2-methylthioethoxy)quinoline (400 mg, 1.23 mmol) and 2-isopropylaniline (1.0 g, 7.4 mmol) was heated to 150° C. for 30 min. The mixture was diluted with CHCl3 and extracted with 2N HCl. The organic phase was washed with a saturated sodium bicarbonate solution. The organic layer was dried over Na2SO4 and evaporated. The residue was chromatographed (SiO2 ; CH2Cl2 :MeOH 95:5) yielding 340 mg (80.5%) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05889021
Source datasetuspto-grants-1999_03
ORD IDord-4e84a958c98e4fb69770a2a3b0a5f35b
Source noteuspto-grants-1999_03