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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1402766Generated: November 3, 2026

Hydrazine hydrate (1:1) → 5-Bromo-N1-methylbenzene-1,2-diamine

https://huagongshe.com/reaction/1402766

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant5-bromo-N-methyl-2-nitroanilineHCID 10609530—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
Product5-Bromo-N1-methylbenzene-1,2-diamineHCID 12198270—

Reaction Conditions

Temperature80 °C

Reaction Steps

5-bromo-N-methyl-2-nitroaniline (1.5 g) was dissolved in methanol (60 mL) by heating to 80° C. Hydrazine hydrate was added (3.2 mL) followed by Raney Nickel (50% slurry in water, 6 drops) and the reaction mixture was heated to reflux for 1 hour. The reaction mixture was filtered through Celite® and concentrated under reduced pressure, providing 5-bromo-N1-methylbenzene-1,2-diamine as an amber oil. This product was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912190B2
Source datasetuspto-grants-2014_12
ORD IDord-2fd3c4087934461cbc1ca513299dbb52
Source noteuspto-grants-2014_12