HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 21956427, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| Reactant | HCID 21956379 | HCID 21956379 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 21956427 | HCID 21956427 | 64.7% |
Reaction Steps
A mixture of methyl 2-amino-7-[2-chloroethoxy]-6-methoxy-3-quinolinecarboxylate (5.00 g, 16.09 mmol) and 5.10 g of dimethylformamide dimethylacetal in 75 mL of toluene containing 50 mg of p-toluenesulfonic acid is heated at reflux for 10 minutes then cooled to room temperature. Diethyl ether is added and the solids are collected by filtration to provide 3.81 g of methyl 7-(2-chloroethoxy)-2-{[(1E)-(dimethylamino)methylidene]amino}-6-methoxy-3-quinolinecarboxylate as a pale yellow solid, mp 108–110° C. MS 366.1, 368.1 (M+H)+ Analysis for C17H20ClN3O4.0.5H2O Calcd. C, 54.47; H, 5.65; N, 11.21. Found: C, 54.86; H, 5.62; N, 10.89.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07105531B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-8c16defc71bb4ec1aa0d5673828d72e6 |
| Source note | uspto-grants-2006_09 |