Thiazolidinedione → 5-(4-Methoxybenzylidene)-thiazolidine-2,4-dione

HRID 1581648ノート

反応式

HRID 1581648 の反応式
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.[S:11]1[CH2:15][C:14](=[O:16])[NH:13][C:12]1=[O:17].N1CCCCC1>C(O)C>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[C:15]2[S:11][C:12](=[O:17])[NH:13][C:14]2=[O:16])=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 5437ThiazolidinedioneHCID 8082PiperidineHCID 312444-Methoxybenzaldehyde

生成物 1

HCID 2331125-(4-Methoxybenzylidene)-thiazolidine-2,4-dione収率 32%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

4-Methoxybenzaldehyde (20.4 g, 150 mmol), thiazolidine-2,4-dione (21.1 g, 180 mmol), piperidine (12.8 g, 150 mmol) and ethanol (150 mL) were mixed and refluxed for 18 hours. After allowed to stand for cooling, the precipitated crystals were collected by filtration. These were washed with ethanol, and then dried to obtain 11.2 g (32%) of the title compound as yellow crystals. Moreover, the filtrate was made acidic with concentrated hydrochloric acid, and the precipitated crystals were collected by filtration, washed with ethanol and water, and then dried to additionally obtain 18.1 g (51%, totally 83%) of the title compound as yellow crystals.

後処理

  1. temperaturerefluxed for 18 hours
  2. temperaturefor cooling
  3. filtrationthe precipitated crystals were collected by filtration
  4. washThese were washed with ethanol
  5. customdried

出典と根拠

ORDレコード
ord-6d75d2ea75dd479499a05eb2ed78447d
出典データセット
uspto-grants-2004_05
特許番号
US06730687B1

反応ノート

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