4-Nitrophenol → 6-Cyano-7-(2-methoxyethoxy)-4-(4-nitrophenoxy)quinoline

Participants

Role	Name	HCID	Charge
Reactant	4-Nitrophenol	HCID 980	—
Reactant	2,6-Lutidine	HCID 7937	—
Reactant	4-Chloro-6-cyano-7-(2-methoxyethoxy)quinoline	HCID 22646522	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	6-Cyano-7-(2-methoxyethoxy)-4-(4-nitrophenoxy)quinoline	HCID 22936341	43.1%

Reaction Conditions

Temperature	155 °C

Reaction Steps

A mixture of 4-chloro-6-cyano-7-(2-methoxyethoxy)quinoline (3 g), 4-nitrophenol (3.17 g) and 2,6-lutidine (2.7 ml) was heated and stirred in an oil bath at 155° C. for 1.5 hours. After completion of the reaction, ethyl acetate was added, and the precipitated solid was filtered out. The solid was washed with 1N sodium hydroxide water and then with water and dried to obtain 1.8 g of the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07612092B2
Source dataset	uspto-grants-2009_11
ORD ID	ord-05cf31fa4a5e4d76aac9fd704d970649
Source note	uspto-grants-2009_11