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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333920Generated: October 30, 2026

Water → 1-Methyl-5-phenyl-1H-imidazol-2-ylamine

https://huagongshe.com/reaction/333920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhenacyl bromideHCID 6259—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant2-MethylaminopyrimidineHCID 265776—
SolventAcetonitrileHCID 6342—
Product1-Methyl-5-phenyl-1H-imidazol-2-ylamineHCID 1132927—

Reaction Conditions

Temperature130 °C

Reaction Steps

To a microwave vial containing a solution of N-methylpyrimidin-2-amine (90b, 290 mg, 2.7 mmol) in acetonitrile (5 mL) was added 2-bromo-1-phenylethanone (714 mg, 3.6 mmol). The vial was sealed and heated in a microwave reactor at 130° C. for 20 minutes and then cooled to room temperature. The reaction mixture was treated with hydrazine hydrate (0.65 mL, 13.3 mmol) and then heated in a microwave reactor at 100° C. for 5.0 minutes. The solution was poured into water and filtered the precipitate to give 1-methyl-5-phenyl-1H-imidazol-2-ylamine (90c).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883793B2
Source datasetuspto-grants-2014_11
ORD IDord-8b18fa0dffb940c2a8df8b703b40232e
Source noteuspto-grants-2014_11