Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 31425Generated: October 25, 2026

Acetonitrile → 2-(4-Iodophenyl)-5-(1-methyl-1H-pyrrol-2-yl)-1,3,4-oxadiazole

https://huagongshe.com/reaction/31425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant1h-Pyrrole-2-carboxylic acid, 1-methyl-2-(4-iodobenzoyl)hydrazideHCID 69356403—
Product2-(4-Iodophenyl)-5-(1-methyl-1H-pyrrol-2-yl)-1,3,4-oxadiazoleHCID 69315943—

Reaction Conditions

Temperature100 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425555B2
Source datasetuspto-grants-2008_09
ORD IDord-9d4bd5e7bbe54a778fb98521da9c223b
Source noteuspto-grants-2008_09