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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 593110Generated: November 1, 2026

1,1-Dimethylhydrazine monohydrochloride → 1,3-Dimethyl-5-nitro-1h-indazole

https://huagongshe.com/reaction/593110

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-Dimethylhydrazine monohydrochlorideHCID 73951—
Reactant1-(2-Chloro-5-nitrophenyl)ethan-1-oneHCID 89996—
SolventEthanolHCID 702—
Product1,3-Dimethyl-5-nitro-1h-indazoleHCID 290934627.7%

Reaction Steps

To a solution of 1-(2-chloro-5-nitrophenyl)ethanone (500 mg, 2.5 mmol) in anhydrous ethanol (15 mL) was added 1,1-dimethylhydrazine hydrochloride (3.38 g, 35.0 mmol) under nitrogen protection. The mixture was heated at reflux for 10 h and evaporated under reduced pressure to afford crude 307a (3.0 g), which was used in the next step without further purification. MS-ESI: [M+H]+ 192.2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238655B2
Source datasetuspto-grants-2016_01
ORD IDord-d6d238392bb4429aa51a53ffd6491e77
Source noteuspto-grants-2016_01