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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2270951Generated: October 30, 2026

Phosphorus pentachloride → 2-(4-Methyl-1-piperazinyl)-5-nitrobenzoxazole

https://huagongshe.com/reaction/2270951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus pentachlorideHCID 24819—
Reactant1-MethylpiperazineHCID 53167—
ReactantHCID 178526504HCID 178526504—
SolventTolueneHCID 1140—
Product2-(4-Methyl-1-piperazinyl)-5-nitrobenzoxazoleHCID 22558188—

Reaction Conditions

Temperature100 °C

Reaction Steps

Phosphorus pentachloride (1.37 g) was dissolved in anhydrous toluene (18 ml), the resulting solution was mixed with 2-mercapto-5-nitrobenzoxazole (900 mg) which has been obtained in the same manner as described in Reference Example 1, and the mixture was then stirred with heating at 100° C. for 3 hours. With cooling in an ice bath, to this was added dropwise N-methylpiperazine (6.09 ml). After 20 minutes of stirring, the thus obtained mixture was extracted with ethyl acetate, and the organic layer was washed with saturated sodium bicarbonate aqueous solution and saturated brine in that order. After drying with magnesium sulfate, the solvent was evaporated under a reduced pressure, and the resulting residue was purified by a silica gel column chromatography (methylene chloride:methanol=10:1) to obtain 2-(4-methyl-1-piperazinyl)-5-nitrobenzoxazole (56.1 mg) in the form of yellow crystalline powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06333328B1
Source datasetuspto-grants-2001_12
ORD IDord-7a594448f2754caba92d65dd2420c913
Source noteuspto-grants-2001_12