Dimethylformamide → 3-Ethyl-5-(4-nitrobenzylidene)-1,3-thiazolidine-2,4-dione

HRID 30644

反応式

HRID 30644 の反応式
[N+:1]([C:4]1[CH:17]=[CH:16][C:7]([CH:8]=[C:9]2[S:13][C:12](=[O:14])[NH:11][C:10]2=[O:15])=[CH:6][CH:5]=1)([O-:3])=[O:2].CN(C)C=O.[H-].[Na+].I[CH2:26][CH3:27]>O>[CH2:26]([N:11]1[C:10](=[O:15])[C:9](=[CH:8][C:7]2[CH:16]=[CH:17][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[S:13][C:12]1=[O:14])[CH3:27]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 6340IodoethaneHCID 24758Sodium hydrideHCID 27682645-(4-Nitrobenzylidene)-1,3-thiazolidine-2,4-dione

生成物 1

HCID 47605383-Ethyl-5-(4-nitrobenzylidene)-1,3-thiazolidine-2,4-dione収率 98%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of 5-(4-nitrobenzylidene)-1,3-thiazolidine-2,4-dione (3.50 g) and N,N-dimethylformamide (100 mL) was added sodium hydride (60% in oil, 0.62 g) at room temperature. The reaction mixture was stirred at room temperature for 30 min. and iodoethane (6.55 g) was added to the reaction mixture. The mixture was stirred at room temperature for 15 hrs. Water was added to the reaction mixture and the precipitated crystals were collected by filtration to give 3-ethyl-5-(4-nitrobenzylidene)-1,3-thiazolidine-2,4-dione as yellow crystals (3.81 g, yield 98%). Recrystallization thereof from acetone-hexane gave yellow prism crystals. melting point: 217-218° C.

後処理

  1. stirringThe mixture was stirred at room temperature for 15 hrs
  2. filtrationthe precipitated crystals were collected by filtration

出典と根拠

ORDレコード
ord-9060992ab9a0418c9aa58597578f281b
出典データセット
uspto-grants-2008_09
特許番号
US07423159B2

関連ノート

読み込み中…