Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Bromoaniline | HCID 7807 | — |
| Reactant | 2,6-Dichlorobenzothiazole | HCID 77176 | — |
| Catalyst | 1,4-Dioxane | HCID 31275 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 7147097 | HCID 7147097 | 80% |
Reaction Steps
To a suspension of 2,6-dichlorobenzothiazole (2.52 g, 12.3 mmol) and 4-bromoaniline (2.12 g, 12.2 mmol) in EtOH (15 mL) was added 4 N HCl in dioxane (0.2 mL, 0.8 mmol). The reaction mixture was stirred at 140° C. in a microwave reactor for 1 h. After cooling to room temperature, the resulting suspension was filtered. The collected solid was washed with MeOH (10 mL), and dried in a 50° C. vacuum oven for 16 h to afford 3.28 g (80%) of the title compound as a white solid. HPLC/MS (method C): retention time=4.24 min, [M+H]+=339.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08394823B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-bc76a02f199d4a23933e40b4c30ca411 |
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| Source note | uspto-grants-2013_03 |
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