Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Aminothiazole | HCID 2155 | — |
| Reactant | 4-Bromo-2,5-difluorobenzenesulfonyl Chloride | HCID 574590 | — |
| Product | HCID 57551242 | HCID 57551242 | 21.7% |
Reaction Steps
4-BROMO-2,5-DIFLUOROBENZENESULFONYL CHLORIDE (10.0 g, 0.0345 mol) and 2-AMINOTHIAZOLE (3.80 g, 0.0379 mol) were mixed in Pyridine (40 mL, 0.5 mol). The reaction was allowed to stir at room temperature for 9 days. The reaction was concentrated in vacuo to a total volume of approximately 40 mL. The residue was triturated with 1N HCl (aq). Acetonitrile was added until the precipitate became free-flowing. The solid was collected by filtration and rinsed with acetonitrile then ethyl ether. The solid was dissolved in boiling acetonitrile and treated with activated carbon then filtered through a celite pad. The filtrate was reduced to ⅓ its original volume by distillation. The mixture was cooled to room temperature. The crystals were collected by filtration and rinsed with ethyl ether. Vacuum drying gave 2.66 g of off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08124610B2 |
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| Source dataset | uspto-grants-2012_02 |
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| ORD ID | ord-f22fbf17ea85438fb1f96842044fd864 |
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| Source note | uspto-grants-2012_02 |
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