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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274973Generated: October 25, 2026

2-Propanone, methylhydrazone → 3-((1-Methyl-2-(propan-2-ylidene)hydrazinyl)methylene)pentane-2,4-dione

https://huagongshe.com/reaction/2274973

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Propanone, methylhydrazoneHCID 79840—
Reactant3-(Ethoxymethylene)pentane-2,4-dioneHCID 240418—
SolventDiethyl EtherHCID 3283—
Product3-((1-Methyl-2-(propan-2-ylidene)hydrazinyl)methylene)pentane-2,4-dioneHCID 23635272—

Reaction Conditions

Temperature0 °C

Reaction Steps

3-(ethoxymethylene)pentane-2,4-dione (Preparation 2, 8.6 g) was dissolved in Ether (30 mL) and cooled to 0° C. The reaction solution was then slowly treated with 1-methyl-2-(propan-2-ylidene)hydrazine (Preparation 1, 4.8 g) dropwise over 5 minutes, and then warmed and stirred at room temperature overnight. The reaction solution was purified directly by flash column chromatography (Biotage Quad 25; Eluent: 20% EtOH in EtOAc) to afford the title compound as a light red solid. (9.1 g, 84.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126999B2
Source datasetuspto-grants-2015_09
ORD IDord-dd42a8b98f1940ffbbe97bea0aee796b
Source noteuspto-grants-2015_09