HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methane → 5-(4-Nitrophenyl)-3-(2-thienyl)-1,2,4-oxadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methane | HCID 297 | — |
| Reactant | 4-Nitrobenzoyl chloride | HCID 8502 | — |
| Reactant | N'-Hydroxythiophene-2-carboximidamide | HCID 2760620 | — |
| Solvent | Boron trifluoride etherate | HCID 8000 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 5-(4-Nitrophenyl)-3-(2-thienyl)-1,2,4-oxadiazole | HCID 718694 | 65.3% |
Reaction Steps
To a solution of 2-thiopheneamidoxime (10 g, 0.07 mole) and p-nitrobenzoyl chloride (13 g, 0.07 mole) in 400 ml of dry dioxane, 1 ml of BF3 -ethyl ether is added and the mixture is heated to reflux for 16 hours. Evaporation of the solvent in vacuo gives a dark solid. It is decolorized by treating with Darco (CHCl3). The solvent is concentrated in vacuo and the product is crystallized from ethanol to give 12.5 g (65%) of product, m.p. 169°-171°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04022901 |
| Source dataset | uspto-grants-1977_05 |
| ORD ID | ord-db428f4d2dbf451dae2d96aadf338ff3 |
| Source note | uspto-grants-1977_05 |