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Beta-Alanine → (Z)-5-[[2-[(2,6-Dichloro-3-methylphenyl)amino]phenyl]methylene]-2-thioxo-4-thiazolidinone

HRID 1885228
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HRID 1885228 반응식
[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[NH:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1[CH:13]=O.C[N:20]1[C:24](=[O:25])[CH2:23][S:22][C:21]1=[S:26].NCCC(O)=O>C(O)(=O)C>[Cl:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[C:4]([Cl:9])[C:3]=1[NH:10][C:11]1[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=1/[CH:13]=[C:23]1/[C:24](=[O:25])[NH:20][C:21](=[S:26])[S:22]/1
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참가 물질

5

반응물 3

HCID 239Beta-AlanineHCID 729004-Thiazolidinone, 3-methyl-2-thioxo-HCID 150273772-[(2,6-Dichloro-3-methylphenyl)amino]benzaldehyde

생성물 1

HCID 9822030(Z)-5-[[2-[(2,6-Dichloro-3-methylphenyl)amino]phenyl]methylene]-2-thioxo-4-thiazolidinone수율 65.9%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a room temperature solution of 2-[(2,6-dichloro-3-methylphenyl)amino]benzaldehyde (276 mg, 0.99 mmols) and 3-methylrhodanine (166 mg, 1.13 mmols) in 15 mL of acetic acid is added β-alanine (102 mg, 1.14 mmols). The solution is heated at reflux for 3.5 h. The solution is cooled to room temperature and the resulting precipitate is collected by filtration to provide 258 mg (64%) of (Z)-5-[[2-[(2,6-dichloro-3-methylphenyl)amino]phenyl]methylene]-2-thioxo-4-thiazolidinone as a bright orange solid; mp=175°-176° C. Calc'd for C18H14Cl2N2OS2:

후처리

  1. temperatureThe solution is heated
  2. temperatureat reflux for 3.5 h
  3. filtrationthe resulting precipitate is collected by filtration

출처 및 근거

ORD 기록
ord-b32f909409c74039bc80a4e85e51b09a
출처 데이터셋
uspto-grants-1992_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05143929

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