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Ethanol → 1-(4-Methylphenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid

HRID 485689
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반응식

HRID 485689 반응식
C([O:3][C:4]([C:6]1[C:10](=[O:11])[NH:9][N:8]([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)[CH:7]=1)=[O:5])C.C(O)C>[OH-].[Na+]>[CH3:18][C:15]1[CH:14]=[CH:13][C:12]([N:8]2[CH:7]=[C:6]([C:4]([OH:5])=[O:3])[C:10](=[O:11])[NH:9]2)=[CH:17][CH:16]=1
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참가 물질

4

반응물 2

HCID 702EthanolHCID 20269045HCID 20269045, 화합물

생성물 1

HCID 202690301-(4-Methylphenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

The ester prepared in (b) above (245 mg, 0.99 mmol) in 2.5N sodium hydroxide (5 ml) and ethanol (1 ml) was stirred at reflux under nitrogen for 0.75 hours. and then allowed to cool. The solution was washed with ethylacetate and then acidified to pH 1.5 (5 N HCl), whereupon the title compound precipitated out, was filtered and was washed with water. Drying in vacuum gave (183 mg). νmax (Nujol) 1655, 1580, 1525, 1325, 1140, 100, cm-1. δ(CD3OD+Drop D6DMSO) 2.38 (3H,s, p-CH3), 7.50 (4H, ABq, J9 Hz, aryl protons) 8.55 (1H,s,C3 pyrazole proton). Found:M+, 2.8.0696; C11H10N2O3 requires M,218.0691.

후처리

  1. temperatureat reflux under nitrogen for 0.75 hours
  2. temperatureto cool
  3. washThe solution was washed with ethylacetate
  4. customprecipitated out
  5. filtrationwas filtered
  6. washwas washed with water
  7. customDrying in vacuum
  8. customgave (183 mg)

출처 및 근거

ORD 기록
ord-fa4eb7b58ce249dfa89e6fd44a41f39f
출처 데이터셋
uspto-grants-1985_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04537886

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