Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410073Generated: October 31, 2026

Methylhydrazine → 4-Bromo-1-methyl-1H-indazole

https://huagongshe.com/reaction/2410073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylhydrazineHCID 6061—
Reactant2-Bromo-6-fluorobenzaldehydeHCID 22473977—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product4-Bromo-1-methyl-1H-indazoleHCID 22558986—

Reaction Conditions

Temperature85 °C

Reaction Steps

The product of Example 2B (2.0 g) was dissolved in DMSO (2 g) and the solution was added to methylhydrazine (98%, 3.2 g, 7 eq.). The mixture was heated for 24 hours at 85° C., cooled to ambient temperature and diluted with water (50 mL). The solution was extracted with CH2Cl2 (2×50 mL) and the combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815930B2
Source datasetuspto-grants-2014_08
ORD IDord-b9412e38774b4a03b0233006797d5253
Source noteuspto-grants-2014_08