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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1175746Generated: November 2, 2026

Ammonia → 4-Nitroindazole

https://huagongshe.com/reaction/1175746

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantWaterHCID 962—
Reactant2-Methyl-3-nitroanilineHCID 11783—
ReactantSodium NitriteHCID 23668193—
SolventAcetic AcidHCID 176—
Product4-NitroindazoleHCID 18057—

Reaction Steps

A solution of 2-methyl-3-nitro aniline (1 mmol) in acetic acid was stirred at room temperature and sodium nitrite (1.1 mmol) was added to the reaction mixture. Reaction mixture was stirred at room temperature for 5 hours. Reaction mixture was poured into water and neutralized with ammonia. Product precipitated out, was filtered and washed with water. It was then purified by column chromatography to afford the desired compound as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842703B2
Source datasetuspto-grants-2010_11
ORD IDord-8f7b356f42f14c6fb351efe7c9f84c50
Source noteuspto-grants-2010_11