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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Hydroxylamine HCl | HCID 21645 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl {[(5-methoxypyridin-2-yl)amino]carbonothioyl}carbamate | HCID 58087980 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-Methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-amine | HCID 46864066 | 92% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08445509B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-28f94f9f8a884af3a8840efafbef40ba |
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| Source note | uspto-grants-2013_05 |
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