HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[2-(Dibutylamino)ethyl]-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N,N-Dibutylethylenediamine | HCID 77062 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 4-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline | HCID 11594543 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | N-[2-(Dibutylamino)ethyl]-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]phenyl}urea | HCID 21890803 | 43.1% |
Reaction Steps
4-[(6,7-Dimethoxy-4-quinolyl)oxy]aniline (100 mg) was dissolved in chloroform (10 ml) and triethylamine (1 ml) to prepare a solution. A solution of triphosgene (151 mg) in chloroform was then added to the solution, and the mixture was stirred at room temperature for 10 min. Next, N1,N1-dibutyl-1,2-ethanediamine (88 mg) was added thereto, and the mixture was further stirred at room temperature for one hr. Water was added to stop the reaction, and the reaction solution was then extracted with chloroform, followed by concentration. The residue was purified on a column using chloroform/methanol to give the title compound (72 mg, yield 43%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135466B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-bfee4618b2194ed7ace30b129b2ecf10 |
| Source note | uspto-grants-2006_11 |