Methylhydrazine → 1-Methyl-4-(4-methylphenyl)-1H-pyrazole

HRID 1635840노트

반응식

HRID 1635840 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:11]=O)[CH:9]=O)=[CH:4][CH:3]=1.[CH3:13][NH:14][NH2:15]>C(O)C>[CH3:13][N:14]1[CH:11]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=2)[CH:9]=[N:15]1

참가 물질

4

반응물 2

HCID 6061MethylhydrazineHCID 27369302-(4-Methylphenyl)malondialdehyde

생성물 1

HCID 43190701-Methyl-4-(4-methylphenyl)-1H-pyrazole수율 89.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 2-(4-methylphenyl)-malondialdehyde (3.05 g), absolute ethanol (40 ml), and methylhydrazine (1.09 g) was stirred at room temperature for 18 hours and the volatiles removed at room temperature. Water was added and the mixture was extracted with dichloromethane. After drying over anhydrous sodium sulfate, the solution was filtered through a short column of hydrous sodium magnesium silicate and further eluted with several volumes of dichloromethane. The combined organic phase was concentrated on a steam bath with the gradual addition of hexane until crystallization occurred. After cooling, the crystals were collected by filtration to yield the title compound (2.91 g), m.p. 107-108° C.

후처리

  1. customthe volatiles removed at room temperature
  2. additionWater was added
  3. extractionthe mixture was extracted with dichloromethane
  4. dry with materialAfter drying over anhydrous sodium sulfate
  5. filtrationthe solution was filtered through a short column of hydrous sodium magnesium silicate
  6. washfurther eluted with several volumes of dichloromethane
  7. concentrationThe combined organic phase was concentrated on a steam bath with the gradual addition of hexane until crystallization
  8. temperatureAfter cooling
  9. filtrationthe crystals were collected by filtration

출처 및 근거

ORD 기록
ord-f6371761bdcb4afd94be1f844baf2036
출처 데이터셋
uspto-grants-2003_01
특허 번호
US06511974B1

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