Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 2-Aminothiophenol | HCID 8713 | — |
| Reactant | Benzothiazoline | HCID 96588 | — |
| Reactant | HCID 86668177 | HCID 86668177 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 68108710 | HCID 68108710 | — |
Reaction Steps
2,3-dihydro-1,3-benzothiazole synthesized from 2-aminobenzenethiol (464 mg) and 37% formalin (0.31 mL) in the same manner as in Example 1 was dissolved in chloroform (10 mL), and triethylamine (1.03 mL) and 4-methoxy-3-(pyrrolidine-1-carbonyl)-5-trifluoromethylbenzoyl chloride were added to the solution, and then the mixture was stirred at room temperature for 2 hours. The solvent was distilled off under reduced pressure and 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=1:2) to obtain the title compound (778 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-6b4440ab3cf4441498a180a47b09f67b |
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| Source note | uspto-grants-2013_02 |
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