Реакция #2467938

ord-6d165cf6385346118b6f3a14643d5775

Уравнение реакции

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

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураThe reaction mixture was heated
  2. 2
    Температураto reflux
  3. 3
    Концентрированиеconcentrated

Методика

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%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08257931B2uspto-grants-2012_09