HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(3-Bromophenyl)-3-heptyl-1-methylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | n-Heptyl isocyanate | HCID 138341 | — |
| Reactant | Benzenemethanamine, 3-bromo- | HCID 457587 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(3-Bromophenyl)-3-heptyl-1-methylurea | HCID 11616837 | 77% |
Reaction Steps
3.2 mL (20 mmol) of heptyl isocyanate are added to a solution of 2.5 g (13 mmol) of (3-bromophenyl)methylamine (prepared according to Example 24f) in 10 mL of tetrahydrofuran in the presence of 2 mL of triethylamine. The reaction mixture is stirred for 12 hours at room temperature. The reaction is stopped by addition of 2 mL of water and extraction with ethyl acetate. The organic phases are combined and dried over sodium sulfate. The solvents are evaporated off and the residue is then purified by chromatography on a column of silica eluted with a 70/30 heptane/ethyl acetate mixture. 3.4 g (77%) of 1-(3-bromophenyl)-3-heptyl-1-methylurea are obtained in the form of a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383652B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-1fe78045841c41bd8e93be2ba27e033d |
| Source note | uspto-grants-2013_02 |