Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | HCID 68108688 | HCID 68108688 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Dotinurad | HCID 51349053 | 77.8% |
Reaction Steps
3-(3,5-dichloro-4-methoxybenzoyl)-1,1-dioxo-2,3-dihydro-1,3-benzothiazole (1.00 g) was dissolved in N,N-dimethylformamide (5 mL), and lithium chloride (570 mg) was added, and then the mixture was stirred at 130° C. for 2 hours. To the reaction solution, 1N hydrochloric acid was added, and then the reaction mixture was extracted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid 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 ethanol to obtain the title compound (749 mg) as a colorless crystal.
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-e1b14529f201438ab6fbb0cb21032f05 |
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| Source note | uspto-grants-2013_02 |
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