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

HRID 1474484
ノート
印刷プレビュー

反応式

HRID 1474484 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-71406973ae3a4e8c85b47d5ebadb1249
出典データセット
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09018238B2

反応ノート

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