Phosphorus pentachloride → 5-Chloro-2-(4-methyl-1-piperazinyl)benzoxazole

HRID 984068노트

반응식

HRID 984068 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](S)=[N:7][C:6]=2[CH:11]=1.P(Cl)(Cl)(Cl)(Cl)Cl.[CH3:18][N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([N:22]3[CH2:23][CH2:24][N:19]([CH3:18])[CH2:20][CH2:21]3)=[N:7][C:6]=2[CH:11]=1

참가 물질

5

반응물 3

HCID 24819Phosphorus pentachlorideHCID 531671-MethylpiperazineHCID 178527795HCID 178527795, 화합물

생성물 1

HCID 108483785-Chloro-2-(4-methyl-1-piperazinyl)benzoxazole

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A 300 mg portion of 5-chloro-2-mercaptobenzoxazole was suspended in 50 ml of anhydrous benzene, and the suspension was mixed with 404 mg of phosphorus pentachloride and heated under reflux for 3 hours. The reaction solution was cooled in an ice bath and, with stirring, 1.6 g of 1-methylpiperazine was added thereto. After 30 minutes of stirring, the ice bath was removed to carry out 12 hours of stirring at room temperature, and then the reaction solution was mixed with saturated sodium bicarbonate aqueous solution and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried with magnesium sulfate and then the solvent was evaporated under a reduced pressure. Thereafter, the thus obtained mixture was purified by a silica gel column chromatography (ethyl acetate:methanol=20:1) to obtain the title compound (121 mg) in light yellow color.

후처리

  1. temperatureheated
  2. temperatureunder reflux for 3 hours
  3. temperatureThe reaction solution was cooled in an ice bath
  4. stirringAfter 30 minutes of stirring
  5. customthe ice bath was removed
  6. stirringof stirring at room temperature
  7. additionthe reaction solution was mixed with saturated sodium bicarbonate aqueous solution
  8. extractionextracted with ethyl acetate
  9. washThe organic layer was washed with saturated brine
  10. dry with materialdried with magnesium sulfate
  11. customthe solvent was evaporated under a reduced pressure
  12. customThereafter, the thus obtained mixture was purified by a silica gel column chromatography (ethyl acetate:methanol=20:1)

출처 및 근거

ORD 기록
ord-0972a410deb348e0969ea84742def335
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06867226B2

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