HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → 2-(4-Iodophenyl)-5-(1-methyl-1H-pyrrol-2-yl)-1,3,4-oxadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 1h-Pyrrole-2-carboxylic acid, 1-methyl-2-(4-iodobenzoyl)hydrazide | HCID 69356403 | — |
| Product | 2-(4-Iodophenyl)-5-(1-methyl-1H-pyrrol-2-yl)-1,3,4-oxadiazole | HCID 69315943 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
Phosphorousoxychloride (2 ml) was added to 1H-pyrrole-2-carboxylic acid, 1-methyl-2-(4-iodobenzoyl)hydrazide (Intermediate 39) (150 mg) in acetonitrile (1 ml) and the reaction heated at 100° C. for 18 hours. The cooled reaction was poured onto ice/water (60 ml) and extracted with ethyl acetate (3×40 ml). The combined extracts were reduced to dryness under vacuum and the residue applied to a bond-elut (silica) and eluted with an ethyl acetate/cyclohexane gradient to give, after evaporation of the solvent, 2-(4-iodophenyl)-5-(1-methyl-1H-pyrrol-2-yl)-1,3,4-oxadiazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07425555B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-9d4bd5e7bbe54a778fb98521da9c223b |
| Source note | uspto-grants-2008_09 |