Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267271Generated: October 30, 2026

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

https://huagongshe.com/reaction/1267271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus pentachlorideHCID 24819—
Reactant1-MethylpiperazineHCID 53167—
ReactantHCID 178423563HCID 178423563—
SolventTolueneHCID 1140—
Product2-(4-Methyl-1-piperazinyl)-5-methylbenzoxazoleHCID 10537498—

Reaction Conditions

Temperature100 °C

Reaction Steps

Phosphorus pentachloride (227 mg) was dissolved in anhydrous toluene (3 ml), the resulting solution was mixed with 2-mercapto-5-methylbenzoxazole (150 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 2 hours. With cooling in an ice bath, to this was added dropwise N-methylpiperazine (1 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 the title compound 2-(4-methyl-1-piperazinyl)-5-methylbenzoxazole (188 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06552057B2
Source datasetuspto-grants-2003_04
ORD IDord-037e35c669ab487885e9cc1c348e9de8
Source noteuspto-grants-2003_04