Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-Amino-4-bromobenzoic acid | HCID 88691 | — |
| Reactant | HCID 20784596 | HCID 20784596 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 58574198 | HCID 58574198 | — |
Reaction Steps
The mixture of 2-amino-4-bromobenzoic acid (349 mg, 1.62 mmol), N-methyltetrahydrofuran-3-carboxamide (190 mg, 1.47 mmol), SOCl2 (0.13 mL, 1.76 mmol) and toluene (10 mL) was stirred at 80° C. for 5 h, and Na2CO3 aqueous solution was added after the mixture was cooled to room temperature. The water layer was extracted with ethyl acetate (3×10 mL) and the combined organic layers were dried over Na2SO4, filtered, and evaporated to give the desired product, which was directly used for the next step. MS (ESI): 309, 311 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08772301B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-2217f54a618a4a5db64e14fb1f03bfe9 |
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| Source note | uspto-grants-2014_07 |
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