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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283669Generated: October 31, 2026

Water → HCID 58267997, compound

https://huagongshe.com/reaction/2283669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant6-bromo-4-nitro-1H-indazoleHCID 24728059—
SolventDimethylformamideHCID 6228—
ProductHCID 58267997HCID 58267997—
Product6-bromo-2-methyl-4-nitro-2H-indazoleHCID 90308703—

Reaction Conditions

Temperature0 °C

Reaction Steps

60% Sodium hydride (including 40% liquid paraffin as an additive) (213 mg) was added to a solution of 6-bromo-4-nitro-1H-indazole (901 mg) in DMF (19 ml) in an ice bath. Subsequently, the reaction solution was stirred at 0° C. for 15 minutes, then methyl iodide (0.35 ml) was added, and the reaction solution was allowed to react at room temperature for 11 hours. The reaction solution was poured into water, and the deposited precipitate was filtrated to obtain a crude product. The crude product was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate) to obtain 6-bromo-1-methyl-4-nitro-1H-indazole and 6-bromo-2-methyl-4-nitro-2H-indazole as a yellow solid, respectively.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145414B2
Source datasetuspto-grants-2015_09
ORD IDord-cbd09c06eb044f8cad96773192b6ea41
Source noteuspto-grants-2015_09