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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1636862Generated: October 31, 2026

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

https://huagongshe.com/reaction/1636862

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 numberUS06037342
Source datasetuspto-grants-2000_03
ORD IDord-7f7d30d016184a568f1a89b2d05a73c6
Source noteuspto-grants-2000_03