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

HRID 357059노트

반응식

HRID 357059 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-7f2d08878ffa4385aea68ddacfdaeb82
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05840732

반응 노트

불러오는 중…