Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 2-Aminothiophenol | HCID 8713 | — |
| Reactant | Benzothiazoline | HCID 96588 | — |
| Reactant | HCID 86668171 | HCID 86668171 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 68109090 | HCID 68109090 | — |
Reaction Steps
2,3-dihydro-1,3-benzothiazole synthesized from 2-aminobenzenethiol (182 mg) and 37% formalin (87 μL) in the same manner as in Example 1 was dissolved in chloroform (4 mL), and triethylamine (0.29 mL) and 3-t-butyl-4-methoxy-5-methanesulfonylbenzoyl chloride were added to the solution, and then the mixture was stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure, water was added and then the mixture was extracted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid, 1N sodium hydroxide and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1) to obtain the title compound (246 mg) as a pale yellow amorphous product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08367843B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-4034fa81b4414e929395c1b37b7c63d6 |
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| Source note | uspto-grants-2013_02 |
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