反応 #59079

ord-268b0d3cd39b4da6b661c20374790de7

反応方程式

Nc1ccc(Cl)c(-c2ccncc2F)c1
4-chloro-3-(3-fluoropyridin-4-yl)benzenamine
O=C([O-])O.[Na+]
sodium bicarbonate
S=C(Cl)Cl
thiophosgene
Fc1cnccc1-c1cc(N=C=S)ccc1Cl
4-(2-chloro-5-isothiocyanatophenyl)-3-fluoropyridine

溶媒

反応条件

温度
0°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他Reaction
  2. 2
    濃縮then concentrated
  3. 3
    その他partitioned between ethyl acetate and water
  4. 4
    乾燥Organic layer dried over sodium sulfate and sodium bicarbonate
  5. 5
    濃縮concentrated

実験手順

The mixture containing 4-chloro-3-(3-fluoropyridin-4-yl)benzenamine (1 eq) and sodium bicarbonate (2 eq) in acetone was treated with thiophosgene (2 eq) and stirred for 5 minutes at 0° C. Reaction then concentrated and partitioned between ethyl acetate and water. Organic layer dried over sodium sulfate and sodium bicarbonate and concentrated to give 4-(2-chloro-5-isothiocyanatophenyl)-3-fluoropyridine. HPLC=5.54 min; MS: MH+=265.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07423150B2uspto-grants-2008_09