HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-4-chlorobenzaldehyde → 7-Chloro-2-(2-methoxycarbonylbenzofuran-5-yl)quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-4-chlorobenzaldehyde | HCID 11252138 | — |
| Reactant | Methyl 5-acetylbenzofuran-2-carboxylate | HCID 18918314 | — |
| Catalyst | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 7-Chloro-2-(2-methoxycarbonylbenzofuran-5-yl)quinoline | HCID 22922182 | 36.9% |
Reaction Conditions
| Temperature | 200 °C |
|---|
Reaction Steps
A mixture of 5-acetyl-2-methoxycarbonylbenzofuran (0.57 g), 2-amino-4-chlorobenzaldehyde (0.40 g) and p-toluenesulfonic acid monohydrate (0.04 mg) was stirred at 200° C. for 3 hours. After being cooled, the resulting mixture was dissolved in chloroform, washed with water, dried over magnesium sulfate and concentrated under reduced pressure to give a syrup. The syrup was subjected to column chromatography on silica gel and eluted with a mixture of ethyl acetate and toluene (1:20). The fractions containing object compound were combined and concentrated under reduced pressure to give 7-chloro-2-(2-methoxycarbonylbenzofuran-5-yl)quinoline (0.32 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05661159 |
| Source dataset | uspto-grants-1997_08 |
| ORD ID | ord-8acab26d07264a049ec02b6d65c7d79a |
| Source note | uspto-grants-1997_08 |