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Methylhydrazine → 2-methyl-4-(4-pyridyl)-1-(2H)-phthalazinone

HRID 54994
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HRID 54994 반응식
[C:1]([C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11](O)=[O:12])(=O)[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[CH3:18][NH:19][NH2:20]>C1(C)C=CC=CC=1>[CH3:18][N:19]1[N:20]=[C:1]([C:2]2[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=2)[C:9]2[C:10](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:11]1=[O:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6061MethylhydrazineHCID 103313122-(Isonicotinoyl)benzoic acid

생성물 1

HCID 199571032-methyl-4-(4-pyridyl)-1-(2H)-phthalazinone수율 81.2%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a suspension of 2-(isonicotinoyl)benzoic acid (10.0 g, 44.1 mmol) in toluene (50 mL) was added methyl hydrazine (2.59 mL, 48.6 mmol). The mixture was heated to reflux while collecting water in a Dean-Stark trap for 6 hours. Additional methylhydrazine (2.59 mL) was added and the mixture was heated to reflux for another 5 hours. The reaction mixture was cooled to room temperature and the product was collected by filtration. The product was recrystallized from hot methanol to afford 8.5 g (81%) of 2-methyl-4-(4-pyridyl)-1-(2H)-phthalazinone, m.p. 173°-174° C.

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. customwhile collecting water in a Dean-Stark trap for 6 hours
  4. additionAdditional methylhydrazine (2.59 mL) was added
  5. temperaturethe mixture was heated
  6. temperatureto reflux for another 5 hours
  7. filtrationthe product was collected by filtration
  8. customThe product was recrystallized from hot methanol

출처 및 근거

ORD 기록
ord-baf72013f9904f92a0bead29350d084e
출처 데이터셋
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05624922

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