HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1366149Generated: October 31, 2026
Sodium Carbonate → 2-[1-(4-Nitro-phenyl)-1H-[1,2,3]triazol-4-yl]-pyridine
https://huagongshe.com/reaction/1366149
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1-Iodo-4-nitrobenzene | HCID 12495 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | Ethynylpyridine | HCID 137268 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | sodium (L)-ascorbate | HCID 178519209 | — |
| Catalyst | Copper sulfate pentahydrate | HCID 24463 | — |
| Solvent | (Methanesulfinyl)methane--water (1/1) | HCID 23503278 | — |
| Product | 2-[1-(4-Nitro-phenyl)-1H-[1,2,3]triazol-4-yl]-pyridine | HCID 59022997 | 59% |
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 (0.1607g, 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07893058B2 |
|---|
| Source dataset | uspto-grants-2011_02 |
|---|
| ORD ID | ord-acb4af57e90049a7ba1af1eefc887ec6 |
|---|
| Source note | uspto-grants-2011_02 |
|---|