Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 2-Aminothiophenol | HCID 8713 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzothiazoline | HCID 96588 | — |
| Reactant | HCID 33779668 | HCID 33779668 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68108741 | HCID 68108741 | — |
Reaction Steps
2,3-dihydro-1,3-benzothiazole synthesized from 2-aminobenzenethiol (1.65 g) and 37% formalin (1.09 mL) in the same manner as in Example 1 was dissolved in dichloromethane (15 mL), and diisopropylethylamine (3.0 mL) and 3-chloro-5-iodo-4-methoxybenzoyl chloride (3.05 g) 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 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 crystallized from a mixture of n-hexane and ethyl acetate in a mixing ratio of 1:1 to obtain the title compound (2.44 g) as a pale yellow solid.
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-223a3e50df75447aa275846600431ece |
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| Source note | uspto-grants-2013_02 |
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