m-Chloroperbenzoic acid → HCID 15729153, compound

To a mixture of 2-amino-5-(4-pyridylthio)thiazole (4.0 g) in a mixture of chloroform (300 ml) and N,N-dimethylformamide (10 ml) was added dropwise the solution of 3-chloroperbenzoic acid (4.5 g) in chloroform (100 ml) at 5° C. with stirring. The mixture was stirred at 5° C. for 26 hours under ice cooling. The reaction mixture was washed with aqueous sodium bicarbonate and water and dried over magnesium sulfate. The solvent was concentrated under reduced pressure to give solid. The solid was subject to column chromatography on silica gel (silica gel 60, 70-230 mesh; Merck: 250 g) and eluted with a mixture of chloroform and methanol (10:1). The fractions containing the objective compound were combined and concentrated under reduced pressure to give 2-amino-5-(4-pyridylsulfinyl)thiazole (2.5 g, yield: 58.1%). mp: 193°-195° C.

1. stirringThe mixture was stirred at 5° C. for 26 hours under ice cooling
2. washThe reaction mixture was washed with aqueous sodium bicarbonate and water
3. dry with materialdried over magnesium sulfate
4. concentrationThe solvent was concentrated under reduced pressure
5. customto give solid
6. washeluted with a mixture of chloroform and methanol (10:1)
7. additionThe fractions containing the objective compound
8. concentrationconcentrated under reduced pressure

ORD record

ord-278e9ab7acc64e3ead99d1de57dc5f3e

Source dataset

uspto-grants-1993_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05256675