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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1816941Generated: November 1, 2026

3,5-Diamino-1,2,4-triazole → 7-(2-thienyl)[1,2,4]triazolo[1,5-a]pyrimidin-2-amine

https://huagongshe.com/reaction/1816941

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-Diamino-1,2,4-triazoleHCID 15078—
ReactantBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
SolventTolueneHCID 1140—
Product7-(2-thienyl)[1,2,4]triazolo[1,5-a]pyrimidin-2-amineHCID 276412566.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

The obtained 3-dimethylamino-1-thiophen-2-ylpropenone (10.78 g) was dissolved in toluene (160 ml). Thereafter, 3,5-diamino-1,2,4-triazole (14.15 g) was added to the solution, and the obtained mixture was stirred at 100° C. After 10-camphorsulfonic acid (13.82 g) was added thereto, the mixture was heated to reflux for 1.5 hours. The reaction solution was cooled to a room temperature, and the supernatant was then eliminated (decant). The residue was washed by successive suspension in an aqueous 5% sodium carbonate-10% ethanol solution, a 10% ethanol solution, ethanol, and methylene chloride. The resultant was then dried under a reduced pressure to obtain the captioned compound (8.55 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598244B2
Source datasetuspto-grants-2009_10
ORD IDord-856967322d0e4b349dd1e4141bb0f781
Source noteuspto-grants-2009_10