Dimethylformamide → 2-Amino-5-(3-pyridylsulfonyl)thiazole

A mixture of 2-amino-5-(3-pyridylsulfinyl)thiazole (1.6 g) and 3-chloroperbenzoic acid (1.8 g) in a mixture of chloroform (150 ml), dichloromethane (50 ml) and N,N-dimethylformamide (5 ml) was stirred at room temperature for 3 hours. The reaction mixture was extracted with diluted hydrochloric acid and washed with ethyl acetate. The aqueous layer was adjusted to pH 8.5 using sodium bicarbonate and the mixture was extracted with a mixture of tetrahydrofuran and ethyl acetate (1:1). The organic layer was washed with water and dried over magnesium sulfate. The solvent was concentrated under reduced pressure and the residue was triturated with ethanol to give 2-amino-5-(3-pyridylsulfonyl)thiazole (0.30 g, yield: 17.5%). mp: 218°-220° C. (dec.) IR (Nujol): 3420, 3300, 1650, 1520, 1310 cm-1

1. extractionThe reaction mixture was extracted with diluted hydrochloric acid
2. washwashed with ethyl acetate
3. extractionthe mixture was extracted with a mixture of tetrahydrofuran and ethyl acetate (1:1)
4. washThe organic layer was washed with water
5. dry with materialdried over magnesium sulfate
6. concentrationThe solvent was concentrated under reduced pressure
7. customthe residue was triturated with ethanol

ORDレコード

ord-418566edce9c48d4b4ae1a46e8edb203

出典データセット

uspto-grants-1993_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05256675