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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1921773Generated: October 30, 2026

Sodium Carbonate → 2-[1-(4-Nitro-phenyl)-1H-[1,2,3]triazol-4-yl]-pyridine

https://huagongshe.com/reaction/1921773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-Iodo-4-nitrobenzeneHCID 12495—
ReactantSodium AzideHCID 33557—
ReactantEthynylpyridineHCID 137268—
ReactantL-ProlineHCID 145742—
Reactantsodium (L)-ascorbateHCID 178519209—
CatalystCopper sulfate pentahydrateHCID 24463—
Solvent(Methanesulfinyl)methane--water (1/1)HCID 23503278—
Product2-[1-(4-Nitro-phenyl)-1H-[1,2,3]triazol-4-yl]-pyridineHCID 5902299759%

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 1-iodo-4-nitrobenzene (0.513 g, 2.06 mmol), 2-ethynyl pyridine (0.208 mL, 2.06 mmol), L-proline (47.4 mg, 0.412 mmol), Na2CO3 (43.7 mg, 0.412), NaN3 (0.1607 g, 2.47 mmol), (+)-sodium-L-ascorbate (40.8 mg, 0.206 mmol), copper (II) sulphate pentahydrate (16.4 mg, 0.103 mmol) in 9:1 DMSO-water (4 mL) is stirred in a stem-tube at 65° C. for 24 hours. After cooling, the reaction mixture is poured into ice-water (100 mL) and the resulting precipitate is collected by filtration, washed with 7% aq. NH3 and dried in vacuo to give the title compound as a brown solid (0.323 g, 59%). HPLC (254 nm) Rt 2.36 min (89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173656B2
Source datasetuspto-grants-2012_05
ORD IDord-1d2c22447501406fb4237c34ba39d066
Source noteuspto-grants-2012_05