HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 5-(2,6-Dimethyl-4-pyridyl)-4-(3-methylphenyl)-2-(4-methylsulfinylphenyl)-1,3-thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | 5-(2,6-DIMETHYL-4-PYRIDYL)-4-(3-METHYLPHENYL)-2-[4-(METHYLTHIO)PHENYL]-1,3-THIAZOLE | HCID 10201146 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(2,6-Dimethyl-4-pyridyl)-4-(3-methylphenyl)-2-(4-methylsulfinylphenyl)-1,3-thiazole | HCID 22932681 | 98% |
Reaction Steps
To a solution of 5-(2,6-dimethyl-4-pyridyl)-4-(3-methylphenyl)-2-[4-(methylthio)phenyl]-1,3-thiazole (0.41 g, 1.0 mmol) in N,N-dimethylformamide (15 mL) was added m-chloroperbenzoic acid (0.25 g, 1.0 mmol), and the mixture was stirred for 1 hour at room temperature. A 8N aqueous sodium hydroxide solution was poured into the reaction mixture, and extracted with ethyl acetate. The extracted solution was washed with brine, dried, then, the solvent was distilled off. The residue was purified by column chromatography (filler: Chromatorex NH DM1020 (trade name, manufactured by Fuji Silysia Chemical Lte.), hexane-ethyl acetate=1:2), to obtain a title compound (0.41 g, yield 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07495018B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-88302b6abd06480899ab3930ac1e9ff0 |
| Source note | uspto-grants-2009_02 |