Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,2-Dibromoethane | HCID 7839 | — |
| Reactant | 2-Aminothiophenol | HCID 8713 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,3-Dihydro-1,4-benzothiazine | HCID 151064 | 72.7% |
Reaction Steps
A mixture of 2-aminothiophenol (5 g, 40 mmol), 1,2-dibromoethane (3.75 g, 20 mmol), K2CO3 (13.8 g, 100 mmol) in THF (30 mL) was heated at 100° C. for 16 h. After completion of reaction, water was added and extracted with EtOAc. The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure. The reaction mixture was purified by column chromatography (using 100-200 mesh silica) and the desired product was eluted at 15% EtOAc in hexane) to obtained 2.2 g of desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09193728B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-102b3bdccbfb4b1da314f35914be9e99 |
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| Source note | uspto-grants-2015_11 |
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