HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → N-(4-(1-adamantyl)-2-methylphenyl)-2-bromo-5-nitrobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Bromo-5-nitrobenzoyl chloride | HCID 11471072 | — |
| Reactant | 4-(1-Adamantanyl)-2-methylaniline hydrochloride | HCID 16376269 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(4-(1-adamantyl)-2-methylphenyl)-2-bromo-5-nitrobenzamide | HCID 12087761 | 61.2% |
Reaction Steps
To 5 mL of a tetrahydrofuran solution comprising 300 mg of 4-(1-adamantyl)-2-methylaniline hydrochloride and 120 mg of triethylamine, 5 mL of a tetrahydrofuran solution comprising 290 mg of 2-bromo-5-nitrobenzoylchloride was dropwise added under cooling with ice. After stirring for about 30 minutes, water was added thereto, and the precipitated crystals were collected by filtration. The collected crystals were washed with water and then dried to obtain 310 mg of N-(4-(1-adamantyl)-2-methylphenyl)-2-bromo-5-nitrobenzamide (Compound No. 46) having a melting point of 229° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07132546B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-52d2133bd8a448888326e6b4e0a98ac0 |
| Source note | uspto-grants-2006_11 |