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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1042775Generated: October 31, 2026

Trimethyl orthoformate → 1,3-Dioxane-4,6-dione, 5-[[(6-methoxy-3-pyridinyl)amino]methylene]-2,2-dimethyl-

https://huagongshe.com/reaction/1042775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl orthoformateHCID 9005—
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
Reactant6-Methoxy-3-pyridinylamineHCID 81121—
SolventHexaneHCID 8058—
Product1,3-Dioxane-4,6-dione, 5-[[(6-methoxy-3-pyridinyl)amino]methylene]-2,2-dimethyl-HCID 4255799—

Reaction Conditions

Temperature105 °C

Reaction Steps

A mixture of Meldrum's acid (34.8 g, 0.42 mol) and trimethyl orthoformate (285 mL, 2.05 mol) was heated to 105° C. for 2 h. To the solution 6-methoxypyridin-3-amine (30 g, 0.242 mol) was added and continued the stirring overnight at the same temperature. The mixture was allowed to cool to RT and diluted with hexane. The solid precipitated was filtered and washed with hexane to afford 5-((6-methoxypyridin-3-ylamino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557816B2
Source datasetuspto-grants-2013_10
ORD IDord-fef88bf1ec624895ad0a438b6fbdd6e2
Source noteuspto-grants-2013_10