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Phthalic Anhydride → 2-(5-methyl-1H-pyrazol-3-yl)-1H-isoindole-1,3(2H)-dione

HRID 38675
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HRID 38675 반응식
[CH3:1][C:2]1[NH:6][N:5]=[C:4]([NH2:7])[CH:3]=1.[C:8]1(=O)[O:13][C:11](=[O:12])[C:10]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:9]12>O1CCOCC1>[CH3:1][C:2]1[NH:6][N:5]=[C:4]([N:7]2[C:11](=[O:12])[C:10]3[C:9](=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:8]2=[O:13])[CH:3]=1
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참가 물질

4

반응물 2

HCID 6811Phthalic AnhydrideHCID 931461H-Pyrazol-3-amine, 5-methyl-

생성물 1

HCID 37418032-(5-methyl-1H-pyrazol-3-yl)-1H-isoindole-1,3(2H)-dione수율 79%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

In a 100 mL round-bottom flask a mixture of 5-methyl-1H-pyrazol-3-amine (Aldrich, 500 mg, 5.15 mmol) and phthalic anhydride (ALDRICH) (1.07 g, 7.21 mmol) in 1,4-dioxane (30 mL) was stirred at reflux for 25 hours. Reaction was allowed to reach room temperature and the formed precipitate was filtered and washed with EtOH to afford 589 mg of the title compound as a yellowish solid. Filtrate was evaporated to dryness and after washing the residue with EtOH, an additional batch of 331 mg was obtained (total yield: 79%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 12.77 (br s, 1H), 7.87-7.98 (m, 4H), 6.09 (s, 1H), 2.28 (s, 3H). [ES+MS] m/z 228 (MH+).

후처리

  1. temperatureat reflux for 25 hours
  2. customReaction
  3. customto reach room temperature
  4. filtrationthe formed precipitate was filtered
  5. washwashed with EtOH

출처 및 근거

ORD 기록
ord-17b5c791b6974adda0cc3d0e9f864149
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08524750B2

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