HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-methoxyphenyl}-N'-[2-(ethyl-3-methylanilino)ethyl]urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,2-Ethanediamine, N1-ethyl-N1-(3-methylphenyl)- | HCID 87984 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 4-((6,7-Dimethoxyquinolin-4-yl)oxy)-2-methoxyaniline | HCID 21891031 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-methoxyphenyl}-N'-[2-(ethyl-3-methylanilino)ethyl]urea | HCID 21890245 | 80% |
Reaction Steps
4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-methoxyaniline (100 mg) was dissolved in chloroform (10 ml) and triethylamine (1 ml) to prepare a solution. A solution of triphosgene (139 mg) in chloroform was then added to the solution, and the mixture was stirred at room temperature for 10 min. Next, N1-ethyl-N1-(3-methylphenyl)-1,2-ethanediamine (84 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 (130 mg, yield 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07135466B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-4fe80a7267f04d549191509b4b0116b6 |
| Source note | uspto-grants-2006_11 |