HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 178509637, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | p-Cyanobenzamide | HCID 76427 | — |
| Reactant | HCID 178526551 | HCID 178526551 | — |
| Solvent | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| Product | HCID 178509637 | HCID 178509637 | — |
Reaction Steps
The general procedure outlined by Lin et al. (J. Org. Chem. 1979, 44, 4163) for preparation of 3-(4-nitrophenyl)-1H-[1,2,4]triazole was used. 4-Cyanobenzamide (21.63 g, 0.148 mol) was dissolved in DMF-DMA (100 mL) and was stirred at reflux under N2 for 8 h. The mixture was concentrated to dryness and suspended in AcOH (50 mL). The vessel was then charged with hydrazine monohydrate (7.18 mL, 0.148 mmol) and stirred at reflux for 1 h before concentration. The desired 4-(1H-[1,2,4]triazol-3-yl)-benzonitrile was obtained in 98% purity by trituration with Et2O followed by filtration (12.17 g, 0.072 mol, 48%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680269B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-7fff46e825b542d2b558ed781341f1df |
| Source note | uspto-grants-2014_03 |