HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66863845, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzenamine, 2-phenoxy- | HCID 75899 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 3-Iodo-4-(methoxycarbonyl)benzoic acid | HCID 15462056 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66863845 | HCID 66863845 | 70% |
Reaction Steps
To a stirring solution of 2-phenoxyaniline 99 (0.813 g, 4.39 mmol) and 3-iodo-4-(methoxycarbonyl)benzoic acid 100 (1.28 g, 4.18 mmol) in DMF (15 mL) was added BOP (1.942 g, 4.39 mmol) and TEA (1.166 mL, 8.36 mmol), the reaction mixture was stirred at room temperature for 1 h then poured into water. The desired product was extracted with ethyl acetate and the combined organic layers were washed with water, brine, dried over Na2SO4, filtered and solvent evaporated to provide methyl 2-iodo-4-(2-phenoxyphenylcarbamoyl)benzoate 101 (1.382 g, 70% yield) as a red foam after purification by flash chromatography (0 to 40% ethyl acetate in hexane).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673911B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-1292d7c4adad45e1be03fb4866e64e93 |
| Source note | uspto-grants-2014_03 |