HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Methylamino)ethanol → 3-(2,3-Dichlorobenzyl)-1-(2-hydroxyethyl)-1-methylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Methylamino)ethanol | HCID 8016 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 2,3-Dichlorobenzylamine | HCID 587625 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(2,3-Dichlorobenzyl)-1-(2-hydroxyethyl)-1-methylurea | HCID 59778452 | 84.2% |
Reaction Steps
To a solution of triphosgene (89 mg, 0.3 mmol) in THF were added a solution of 2,3-dichlorobenzylamine (100 mg, 0.59 mmol) in THF dropwise and then DIEA (209 μL, 1.2 mmol). The reaction mixture was stirred at rt for 10 min, and 2-(methylamino)ethanol (90 mg, 1.2 mmol) was added. The reaction mixture was stirred at rt for 15 min and purified on RP-HPLC using a mixture of acetonitrile and H2O to give 3-(2,3-dichlorobenzyl)-1-(2-hydroxyethyl)-1-methylurea (70 mg, 44%). LRMS (M+H+) m/z 277.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071625B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-d7ede599c9824ccabad5bf5f23d6d742 |
| Source note | uspto-grants-2011_12 |