反応 #40585

ord-27352282c0af4dfbb16addeee00b36b0

反応方程式

BrBr
bromine
COc1ccc(N)cn1
5-amino-2-methoxypyridine
CC(=O)[O-].[Na+]
sodium acetate
O=S([O-])([O-])=S.[Na+].[Na+]
sodium thiosulfate
COc1ccc(N)c(Br)n1
expected compound
COc1ccc(N)c(Br)n1
3-Amino-2-bromo-6-methoxypyridine

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他is prepared
  2. 2
    workup.STIRRINGThe reaction mixture is kept stirring for 30 minutes, at room temperature
  3. 3
    その他The aqueous phase obtained
  4. 4
    抽出is extracted twice with ethyl acetate
  5. 5
    乾燥The combined organic phases are dried over magnesium sulfate
  6. 6
    濃縮concentrated under reduced pressure

実験手順

A mixture of 1.83 g (14.7 mM) of 5-amino-2-methoxypyridine and 1.21 g (14.7 mM) of sodium acetate in 12 ml of acetic acid is prepared and 0.75 ml (14.7 mM) of bromine is added gently, with stirring and while maintaining at room temperature. The reaction mixture is kept stirring for 30 minutes, at room temperature, and 200 ml of saturated sodium thiosulfate solution are then added. The aqueous phase obtained is extracted twice with ethyl acetate. The combined organic phases are dried over magnesium sulfate and concentrated under reduced pressure. 3 g of the expected compound are obtained in the form of a violet-colored solid (quantitative yield).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07728002B2uspto-grants-2010_06