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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274957Generated: November 1, 2026

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

https://huagongshe.com/reaction/2274957

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
ReactantEthyl orthoformateHCID 31214—
Reactant6-Methoxy-3-pyridinylamineHCID 81121—
SolventEthanolHCID 702—
Product1,3-Dioxane-4,6-dione, 5-[[(6-methoxy-3-pyridinyl)amino]methylene]-2,2-dimethyl-HCID 425579995%

Reaction Conditions

Temperature5 °C

Reaction Steps

A double jacketed flask was charged with 5-amino-2-methoxypyridine (500 g, 1 eq.), 2,2-dimethyl-1,3-dioxane-4,6-dione (697 g, 1.2 eq.), triethylorthoformate (740 mL, 1.1 eq.) and ethanol (4 L). The mixture was heated to reflux for one hour. The dark suspension obtained was cooled to 5° C. and the mixture was filtered. The product was washed with ethanol (1 L) and dried on a rotary evaporator to obtain a purple solid (1058 g; 95% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09127002B2
Source datasetuspto-grants-2015_09
ORD IDord-c9fa70524b2c448794df89a2323cec1c
Source noteuspto-grants-2015_09