Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 2-Aminothiophenol | HCID 8713 | — |
| Reactant | Benzothiazoline | HCID 96588 | — |
| Reactant | HCID 86668167 | HCID 86668167 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 68108769 | HCID 68108769 | — |
Reaction Steps
2,3-dihydro-1,3-benzothiazole synthesized from 2-aminobenzenethiol (317 mg) and 37% formalin (0.21 mL) in the same manner as in Example 1 was dissolved in dichloromethane (6 mL), and triethylamine (0.70 mL) and 3-cyano-5-iodo-4-methoxybenzoyl chloride (527 mg) were added to the solution, and then the mixture was stirred at room temperature for 14 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=5:1) to obtain the title compound (435 mg) as a yellow oily substance.
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-8aaf790bfd064b2e8e1ddbcc406973f0 |
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| Source note | uspto-grants-2013_02 |
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