反応 #332407

ord-3311f21226a64b66b27b61632d986c4d

反応方程式

CSc1cccc(N)c1
3-(methylthio)aniline
O=Cc1cccc(C(F)(F)F)c1
3-(trifluoromethyl)benzaldehyde
CCC(=O)C(=O)O
2-Oxobutanoic acid
CSc1ccc2c(C(=O)O)c(C)c(-c3cccc(C(F)(F)F)c3)nc2c1
3-methyl-7-(methylthio)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid
収率 16.4%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度at reflux for 1 h
  2. 2
    温度at reflux for additional 3 h
  3. 3
    workup.STIRRINGstirred overnight
  4. 4
    ろ過The mixture was filtered
  5. 5
    その他the solid material collected

実験手順

A solution of 3-(methylthio)aniline (1.392 g, 10.0 mmol) and 3-(trifluoromethyl)benzaldehyde (1.741 g, 10.0 mmol) in ethanol (30 mL) was stirred at reflux for 1 h. 2-Oxobutanoic acid (1.021 g, 10.0 mmol) was added portionwise. The reaction mixture was stirred at reflux for additional 3 h, cooled to room temperature, and stirred overnight. The mixture was filtered and the solid material collected to give 3-methyl-7-(methylthio)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid (0.62 g, 16% yield). MS (m/z) 378.0 (M+H+).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08658636B2uspto-grants-2014_02