反応 #2467938

ord-6d165cf6385346118b6f3a14643d5775

反応方程式

O=C(O)C(Cc1ccccc1)=NNc1nc(-c2ccccc2)cs1
4b
O=C(O)C(Cc1ccccc1)=NNc1nc(-c2ccccc2)cs1
3-Phenyl-2-[(4-phenyl-thiazol-2-yl)-hydrazono]-propionic acid
CO
MeOH
O=S(Cl)Cl
thionylchloride
COC(=O)C(Cc1ccccc1)=NNc1nc(-c2ccccc2)cs1
desired product
COC(=O)C(Cc1ccccc1)=NNc1nc(-c2ccccc2)cs1
3-Phenyl-2-[(4-phenyl-thiazol-2-yl)-hydrazono]-propionic acid methyl ester

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度The reaction mixture was heated
  2. 2
    温度to reflux
  3. 3
    濃縮concentrated

実験手順

To a suspension of 4b (0.1 mmol, 34 mg) in MeOH (2 mL), was added dropwise thionylchloride (22 μL, 0.3 mmol) at −30° C. Then, the solution was allowed to warm at room temperature. The reaction mixture was heated to reflux and concentrated to afford the desired product. The crude is purified by silica gel chromatography (EtOAc/MeOH 10/1) to give the pure compound as a yellow solid (11 mg, 32%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08257931B2uspto-grants-2012_09