Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1075457Generated: November 1, 2026

Water → N-(3-(3-Pyridyl)phenyl)-2-nitro-4-(1-pyrrolyl)aniline

https://huagongshe.com/reaction/1075457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant3-(Pyridin-3-yl)anilineHCID 459521—
Reactant2-Nitro-4-(1-pyrrolyl)fluorobenzeneHCID 54102186—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN-(3-(3-Pyridyl)phenyl)-2-nitro-4-(1-pyrrolyl)anilineHCID 54302123—

Reaction Conditions

Temperature127.5 °C

Reaction Steps

A mixture of 1a (0.5g, 2.4mmol) and 2a (0.41g, 2.4mmol) in N-methyl-2-pyrrolidone (2.5ml) is heated to 120-135° C. for 2 days. After cooling water and diluted sodium hydroxide is added and the mixture is extracted with ethyl acetate. The extract is dried over sodium sulfate, and the solvent is evaporated to leave crude 3a. This crude product is purified by column-chromatography on silica gel using dichloromethane and subsequently a mixture of dichloromethane and methanol (9:1) as the eluents to yield pure 3a (0.61g, 71%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05902813
Source datasetuspto-grants-1999_05
ORD IDord-d4c1f3c7dba84c46b09e982af156c5dd
Source noteuspto-grants-1999_05