HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1663503Generated: October 28, 2026
Propargyl alcohol → HCID 178509307, compound
https://huagongshe.com/reaction/1663503
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Propargyl alcohol | HCID 7859 | — |
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | 4-amino-N'-hydroxy-N-(3-iodophenyl)-1,2,5-oxadiazole-3-carboximidamide | HCID 178509310 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Product | HCID 178509307 | HCID 178509307 | 28% |
Reaction Steps
A solution of 4-amino-N′-hydroxy-N-(3-iodophenyl)-1,2,5-oxadiazole-3-carboximidamide (19 mg, 55 μmol), 2-propyn-1-ol (3.6 μL, 62 μmol), bis(triphenylphosphine)palladium(II) chloride (1 mg, 2 μmol), and copper (I) iodide (0.4 mg, 2 μmol) in N,N-dimethylformamide (0.5 mL) was treated with N,N-diethylamine (74 μL, 0.72 mmol) and heated in the microwave at 120° C. for 15 min. The reaction mixture was diluted with 1:1 acetonitrile/water (1.5 mL), filtered, and purified by preparative LCMS to give the desired product (4 mg, 28%). LCMS for C12H12N5O3 (M+H)+: m/z=274.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08034953B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-3cbdf77e55d5452aa5766c123518b126 |
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| Source note | uspto-grants-2011_10 |
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