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Acetic Anhydride → 4-((1,5-Dimethyl-1H-pyrazol-4-yl)methylene)-2-(2-thienyl)-5(4H)-oxazolone

HRID 1474484
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HRID 1474484 반응식
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH:8][CH2:9][C:10]([OH:12])=[O:11])=O.[CH3:13][N:14]1[C:18]([CH3:19])=[C:17]([CH:20]=O)[CH:16]=[N:15]1.C([O-])(=O)C.[Na+].C(OC(=O)C)(=O)C>O>[CH3:13][N:14]1[C:18]([CH3:19])=[C:17]([CH:20]=[C:9]2[C:10](=[O:11])[O:12][C:6]([C:2]3[S:1][CH:5]=[CH:4][CH:3]=3)=[N:8]2)[CH:16]=[N:15]1
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참가 물질

6

반응물 4

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 5796431,5-dimethyl-1H-pyrazole-4-carbaldehydeHCID 679227((2-Thienylcarbonyl)amino)acetic acid

생성물 1

HCID 752384744-((1,5-Dimethyl-1H-pyrazol-4-yl)methylene)-2-(2-thienyl)-5(4H)-oxazolone수율 42.7%

시약·촉매·용매 1

HCID 962
Water
용매

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온도
90 °C

실험 절차

To a screw-capped test tube, N-(2-thienylcarbonyl)glycine (56 mg, 0.3 mmol), 1,5-dimethyl-1H-pyrazol-4-carboxaldehyde (41 mg, 0.3 mmol), sodium acetate (25 mg, 0.3 mmol) and acetic anhydride (0.3 mL) were added. The test tube was sealed, and it was then stirred at an external temperature of 90° C. Three hours later, the temperature of the reaction solution was returned to room temperature, and water (1.5 mL) was then added thereto. The obtained mixture was stirred at the same temperature as described above for 1.5 hours. Thereafter, the precipitated crystal was collected by filtration, and it was washed with water (5 mL) and was then dried under reduced pressure, so as to obtain 35 mg of the above-captioned compound.

후처리

  1. customThe test tube was sealed
  2. customThree hours
  3. customwas returned to room temperature
  4. stirringThe obtained mixture was stirred at the same temperature
  5. customas described above for 1.5 hours
  6. filtrationThereafter, the precipitated crystal was collected by filtration, and it
  7. washwas washed with water (5 mL)
  8. customwas then dried under reduced pressure

출처 및 근거

ORD 기록
ord-71406973ae3a4e8c85b47d5ebadb1249
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09018238B2

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