HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formic Acid → Formamide, N-(4-bromophenyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | 4-Bromoaniline | HCID 7807 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Formamide, N-(4-bromophenyl)- | HCID 17474 | 70.9% |
Reaction Steps
Formic acid (7 mL, 186 mmol) and acetic anhydride (140.1 mL, 150 mmol) were heated together at 55° C. for 2 hours. The mixture was cooled to room temperature, THF (11 mL) was added followed by 4-bromoaniline (10 g, 58 mmol) in THF (20 mL). The mixture was stirred at room temperature for 3 hours before evaporating to dryness. Trituration of the solid gave the subtitled compound as a light brown solid (8.22 g). MH− 198/200. 1H NMR δ (CDCl3) 6.93-7.04 (2H, d), 7.24 (2H, s), 8.59-8.70 (1H, d).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504392B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-e3d57e90e24f442b8a01474c6fd65590 |
| Source note | uspto-grants-2009_03 |