Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1179104Generated: November 1, 2026

2-Aminophenol → 2-Ethyl-4-nitro-1,3-benzoxazole

https://huagongshe.com/reaction/1179104

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminophenolHCID 5801—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantEthyl orthopropionateHCID 66995—
Reactant2-Amino-3-NitrophenolHCID 4115495—
SolventTolueneHCID 1140—
Product2-Ethyl-4-nitro-1,3-benzoxazoleHCID 12071588—

Reaction Steps

A mixture of 2-amino-3-nitrophenol (1 eq.), triethyl orthopropionate (2 eq.) and p-toluene sulphonic acid (in a catalytic quantity) is stirred at 110° C. until disappearance of the aminophenol is verified by thin layer chromatography (2 hours). After cooling down, the reaction mixture is taken up in toluene followed by evaporating under vacuum then treating with isopropanol. The resulting precipitate is collected by filtration, followed by washing with isopropanol and isopentane, then drying under reduced pressure in order to produce a violet-brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279467B2
Source datasetuspto-grants-2007_10
ORD IDord-26b2dfd6961b42f2b1d5e1a24487a78c
Source noteuspto-grants-2007_10