Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 645716Generated: November 1, 2026

2-Methyl-3-nitroaniline → 4-Nitroindazole

https://huagongshe.com/reaction/645716

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-3-nitroanilineHCID 11783—
ReactantSodium NitriteHCID 23668193—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product4-NitroindazoleHCID 1805782.1%

Reaction Steps

In a first step, to a solution of 2-methyl-3-nitroaniline (5 g, 32.86 mmol) in AcOH (100 ml) at 0° C. was added a solution of NaNO2 (5 g, 73.3 mmol) in water (45 ml), after stirring at room temperature for 15 h, the solution was concentrated, and the residue was suspended in water, the solid was collected by filtration to give 4-nitroindazole (4.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705004B2
Source datasetuspto-grants-2010_04
ORD IDord-8f82dbc0641548f98a3cb064c747d7d9
Source noteuspto-grants-2010_04