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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433571Generated: October 31, 2026

2,2-Dimethyl-1,3-dioxane-4,6-dione → Methyl 4-(((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)-2-hydroxybenzoate

https://huagongshe.com/reaction/1433571

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 16249—
ReactantEthyl orthoformateHCID 31214—
ReactantMethyl p-aminosalicylateHCID 77787—
SolventIsopropanolHCID 3776—
ProductMethyl 4-(((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)-2-hydroxybenzoateHCID 2293648595.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

After adding Meldrum acid (7.2 g, 50 mmol), triethyl orthoformate (50 ml) and 2-propanol (50 ml) to the publicly known compound methyl 4-amino-2-hydroxybenzoate (7.59 g, 45.4 mmol), the mixture was stirred at 100° C. for 1 hour. Upon cooling to room temperature, the precipitated crystals were filtered out, washed with diethyl ether and blow-dried to obtain the title compound (13.98 g, 43.5 mmol, 95.8%) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612092B2
Source datasetuspto-grants-2009_11
ORD IDord-8481afef8be44422b69f4d9d4cd5e2e7
Source noteuspto-grants-2009_11