反応 #4797

ord-7ac2a232bc5f41229b38aabcef8b9704

反応方程式

CCCOc1ccnc(CSc2nc3ccccc3[nH]2)c1C
2-(3-methyl-4-propoxy-2-pyridyl)methylthiobenzimidazole
O=C(OO)c1cccc(Cl)c1
m-chloroperbenzoic acid
CCCOc1ccnc(CS(=O)c2nc3ccccc3[nH]2)c1C
2-[3-methyl-4-propoxy-2-pyridyl)methylsulfinylbenzimidazole
収率 39.5%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The solution was chromatographed directly on a column of silica gel (50 g), which
  2. 2
    洗浄was eluted with ethyl acetatehexane (1:1)
  3. 3
    その他From the eluate was removed the solvent
  4. 4
    その他The residue was recrystallized from acetone-ether-hexane

実験手順

To a solution of 2-(3-methyl-4-propoxy-2-pyridyl)methylthiobenzimidazole (1 g) in chloroform (20 ml) was added dropwise over 10 minutes under ice-cooling m-chloroperbenzoic acid (750 mg) dissolved in chloroform (10 ml). The solution was chromatographed directly on a column of silica gel (50 g), which was eluted with ethyl acetatehexane (1:1) and then with 5% methanol-ethyl acetate. From the eluate was removed the solvent. The residue was recrystallized from acetone-ether-hexane to give 415 mg of 2-[3-methyl-4-propoxy-2-pyridyl)methylsulfinylbenzimidazole.4/5H2O as crystals, m.p. 81°-83° C.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04727150uspto-grants-1988_02