Butanal → 5-Butylidene-3-(imidazo[1,2-a]pyridin-5-yl)methylthiazolidine-2,4-dione

HRID 357059ノート

反応式

HRID 357059 の反応式
[N:1]1[CH:2]=[CH:3][N:4]2[C:9]([CH2:10][N:11]3[C:15](=[O:16])[CH2:14][S:13][C:12]3=[O:17])=[CH:8][CH:7]=[CH:6][C:5]=12.[CH:18](=O)[CH2:19][CH2:20][CH3:21].N1CCCCC1>C(O)C>[CH:18](=[C:14]1[S:13][C:12](=[O:17])[N:11]([CH2:10][C:9]2[N:4]3[CH:3]=[CH:2][N:1]=[C:5]3[CH:6]=[CH:7][CH:8]=2)[C:15]1=[O:16])[CH2:19][CH2:20][CH3:21]

参加物

5

反応物 3

HCID 261ButanalHCID 8082PiperidineHCID 189368603-(Imidazo[1,2-a]pyridin-5-yl)methylthiazolidine-2,4-dione

生成物 1

HCID 572845405-Butylidene-3-(imidazo[1,2-a]pyridin-5-yl)methylthiazolidine-2,4-dione

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 223 mg (0.9 mmol) of 3-(imidazo[1,2-a]pyridin-5-yl)methylthiazolidine-2,4-dione and 0.09 ml (1.0 mmol) of n-butyraldehyde in 5 ml of ethanol, 0.001 ml (0.1 mmol) of piperidine was added, followed by refluxing for 2 hours. After the reaction mixture was cooled, the solvent was distilled off. The residue was dissolved in chloroform, washed with water and dried, after which the solvent was distilled off. The residue was purified by column chromatography (eluent, hexane/ethyl acetate=1/4) to yield 222 mg (82.2%, light yellow oily substance) of the desired product.

後処理

  1. temperatureby refluxing for 2 hours
  2. temperatureAfter the reaction mixture was cooled
  3. distillationthe solvent was distilled off
  4. dissolutionThe residue was dissolved in chloroform
  5. washwashed with water
  6. customdried
  7. distillationafter which the solvent was distilled off
  8. customThe residue was purified by column chromatography (eluent, hexane/ethyl acetate=1/4)

出典と根拠

ORDレコード
ord-7f2d08878ffa4385aea68ddacfdaeb82
出典データセット
uspto-grants-1998_11
特許番号
US05840732

反応ノート

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