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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054925Generated: November 2, 2026

Sodium periodate → 2-Ethyl-5-pyrrolidin-1-yl-2H-[1,2,4]triazole-3-carbaldehyde

https://huagongshe.com/reaction/1054925

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium periodateHCID 23667635—
Reactant1-ethyl-5-(2-methyl-propenyl)-3-pyrrolidin-1-yl-1H-[1,2,4]triazoleHCID 90017980—
CatalystOsmium TetroxideHCID 30318—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product2-Ethyl-5-pyrrolidin-1-yl-2H-[1,2,4]triazole-3-carbaldehydeHCID 9001690369.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 1-ethyl-5-(2-methylprop-1-enyl)-3-(pyrrolidin-1-yl)-1H-1,2,4-triazole (441 mg, 2.00 mmol, Eq: 1.00), osmium(VIII) oxide (382 mg, 382 μl, 60.1 μmol, Eq: 0.03), sodium periodate (1.71 g, 8.01 mmol, Eq: 4) and benzyltriethylammonium chloride (182 mg, 801 μmol, Eq: 0.4) in dioxane (21 ml) and water (6.3 ml) was stirred for 2 hours at 120° C. The mixture was diluted with ethyl acetate and washed with 2× water and brine. The organic layer was separated, dried over magnesium sulfate, filtrated and evaporated affording 2-Ethyl-5-pyrrolidin-1-yl-2H-[1,2,4]triazole-3-carbaldehyde (268 mg/69.2%) as a dark green viscous oil. MS: m/e=195.4 (M+H+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394311B2
Source datasetuspto-grants-2016_07
ORD IDord-f82b9fe615a3414fbee862b4a5b6bf7f
Source noteuspto-grants-2016_07