Dimethylformamide → 3-Methyl-5-[(4-nitrophenyl)methylidene]-1,3-thiazolidine-2,4-dione

HRID 30643

반응식

HRID 30643 반응식
[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].[CH3:18]N(C)C=O.[H-].[Na+].IC>O>[CH3:18][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]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 27682645-(4-Nitrobenzylidene)-1,3-thiazolidine-2,4-dione

생성물 1

HCID 14828843-Methyl-5-[(4-nitrophenyl)methylidene]-1,3-thiazolidine-2,4-dione수율 95%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixture of 5-(4-nitrobenzylidene)-1,3-thiazolidine-2,4-dione (4.0 g) and N,N-dimethylformamide (100 mL) was added sodium hydride (60% in oil, 0.7 g) at room temperature. The reaction mixture was stirred at room temperature for 30 min. and iodomethane (6.81 g) was added to the reaction mixture. The mixture was further 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-methyl-5-(4-nitrobenzylidene)-1,3-thiazolidine-2,4-dione as yellow crystals (4.02 g, yield 95%). Recrystallization thereof from tetrahydrofuran-hexane gave yellow prism crystals. melting point: 233-234° C.

후처리

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

출처 및 근거

ORD 기록
ord-58d9896ce3534fa78d667cefdacaf09b
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423159B2

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