Phosphorus pentachloride → HCID 10611487, compound

A 200 mg portion of 2-mercapto-6-nitrobenzoxazole dissolved in 40 ml of anhydrous benzene was mixed with 680 mg of phosphorus pentachloride, and the mixture was refluxed under heating for 48 hours. Under cooling with ice, 2.04 g of N-methylpiperazine dissolved in 5 ml of anhydrous benzene was added to the resulting solution, and the reaction was carried out for 2 hours at the same temperature. After adding the same amount of N-methylpiperazine, the reaction was continued for additional 72 hours at room temperature. Precipitated materials in the reaction solution were removed by filtration, and the resulting filtrate was concentrated under a reduced pressure. The thus obtained residue was dissolved in 300 ml of ethyl acetate, washed three times with water, dehydrated with sodium sulfate and then concentrated under a reduced pressure. The resulting residue was purified by a silica gel column chromatography (chloroform:methanol=15:1) to obtain 230 mg of the title compound.

1. temperaturethe mixture was refluxed
2. temperatureunder heating for 48 hours
3. additionwas added to the resulting solution
4. waitthe reaction was continued for additional 72 hours at room temperature
5. customPrecipitated materials in the reaction solution were removed by filtration
6. concentrationthe resulting filtrate was concentrated under a reduced pressure
7. dissolutionThe thus obtained residue was dissolved in 300 ml of ethyl acetate
8. washwashed three times with water
9. concentrationconcentrated under a reduced pressure
10. customThe resulting residue was purified by a silica gel column chromatography (chloroform:methanol=15:1)

ORD record

ord-e3bf7e5f18d8444d8ff980c7e5b71d36

Source dataset

uspto-grants-1997_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05631257