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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1900809Generated: October 28, 2026

N,N-Dimethylaniline → 6-Allyl-5-hydroxy-3,8-dimethylcarbostyril

https://huagongshe.com/reaction/1900809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylanilineHCID 949—
Reactant5-Allyloxy-3,8-dimethylcarbostyrilHCID 23369551—
SolventHexaneHCID 8058—
Product6-Allyl-5-hydroxy-3,8-dimethylcarbostyrilHCID 2336960489.4%

Reaction Conditions

Temperature200 °C

Reaction Steps

N,N-dimethylaniline (10 ml) was added to 5-allyloxy-3,8-dimethylcarbostyril (4.32 g, 18.9 mmol), and stirred for 2 hours and 40 minutes in a bath of 200° C. in the atmosphere of argon. After cooling, hexane was added. Precipitated crystals were collected by filtration, and purified by silica gel chromatography (chloroform:methanol =10:1). The purified product was subjected to recrystallization (chloroform-n-hexane) to obtain 3.86 g of the title compound as colorless crystals (89.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576324
Source datasetuspto-grants-1996_11
ORD IDord-e7ebc4ed6eb9486097ed9b57d042e59f
Source noteuspto-grants-1996_11