Toluene → 2-methyl-4-(2,4-diethylphenyl)-1-(2H)-phthalazinone

HRID 1769151

반응식

HRID 1769151 반응식
[CH2:1]([C:3]1[CH:19]=[C:18]([CH2:20][CH3:21])[CH:17]=[CH:16][C:4]=1[C:5]([C:7]1[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=1[C:9](O)=[O:10])=O)[CH3:2].C1(C)C=CC=CC=1.[CH3:29][NH:30][NH2:31]>O>[CH3:29][N:30]1[N:31]=[C:5]([C:4]2[CH:16]=[CH:17][C:18]([CH2:20][CH3:21])=[CH:19][C:3]=2[CH2:1][CH3:2])[C:7]2[C:8](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:9]1=[O:10]

참가 물질

5

반응물 3

HCID 1140Toluene2회HCID 6061Methylhydrazine2회HCID 199571532-(2,4-Diethylbenzoyl)benzoic acid

생성물 1

HCID 199570362-methyl-4-(2,4-diethylphenyl)-1-(2H)-phthalazinone수율 55.9%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

A mixture of 2-(2,4-diethylbenzoyl)benzoic acid (40 g, 0.14 mol), toluene (120 mL) and methyl hydrazine (7.5 mL) were refluxed for 3 hours with removal of water via a Dean Stark trap. Additional toluene (100 mL) and methyl hydrazine (4.0 mL) were added and the mixture was refluxed until 2.8 mL of water was collected. The mixture was cooled, extracted with CH2Cl2 /2N NaOH, then 1N HCl and the organic layer was separated, dried over Na2SO4 and concentrated in vacuo. The residue was crystallized from ethanol/water and recrystallized from ethanol/water to afford 22.86 g (55.9%) of 2-methyl-4-(2,4-diethylphenyl)-1-(2H)-phthalazinone, m.p. 94.5°-96.5 ° C.

후처리

  1. customwas collected
  2. temperatureThe mixture was cooled
  3. extractionextracted with CH2Cl2 /2N NaOH
  4. custom1N HCl and the organic layer was separated
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo
  7. customThe residue was crystallized from ethanol/water
  8. customrecrystallized from ethanol/water

출처 및 근거

ORD 기록
ord-c30346a56576463495d0501209ac7df9
출처 데이터셋
uspto-grants-1995_01
특허 번호
US05380721

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