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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2095790Generated: November 1, 2026

Ethanol → 6-Methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-amine

https://huagongshe.com/reaction/2095790

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantHydroxylamine HClHCID 21645—
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl {[(5-methoxypyridin-2-yl)amino]carbonothioyl}carbamateHCID 58087980—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product6-Methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-amineHCID 4686406692%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of ethyl [(5-methoxypyridin-2-yl)carbamothioyl]carbamate (1.34 g, 5.25 mmol), hydroxylammonium chloride (2.55 g, 36.7 mmol), N,N-diisopropylethylamine (4.57 mL, 26.2 mmol), ethanol (15 mL) and methanol (15 mL) was stirred at 80° C. for 8 hr. The reaction mixture was diluted with water, and extracted with ethyl acetate (×3). The combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure, and the residue was collected by filtration, and washed with ethyl acetate-hexane to give the title compound (790 mg, 92%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445509B2
Source datasetuspto-grants-2013_05
ORD IDord-28f94f9f8a884af3a8840efafbef40ba
Source noteuspto-grants-2013_05