HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 4-(3-Dimethylamino-phenylamino)-6,7,8-trimethoxy-quinoline-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,3-Benzenediamine, N1,N1-dimethyl-, hydrochloride (1:2) | HCID 77124 | — |
| Reactant | 1-Ethoxyethanol | HCID 10129898 | — |
| Reactant | 4-Chloro-6,7,8-trimethoxy-3-quinolinecarbonitrile | HCID 22466611 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 4-(3-Dimethylamino-phenylamino)-6,7,8-trimethoxy-quinoline-3-carbonitrile | HCID 22466546 | 66.3% |
Reaction Steps
A mixture of 0.279 g of 4-chloro-6,7,8-trimethoxy-quinoline-3-carbonitrile, 0.23 g of N,N-dimethyl-l,3-phenylenediamine dihydrochloride, 0.2 ml of pyridine, and 15 ml of ethoxyethanol was stirred under nitrogen, at reflux temperature for 30 minutes. The mixture was cooled and added to 100 ml of water. To this mixture was added sodium carbonate to pH 9. The product was collected, washed with water, and dried to give 0.251 g of 4-(3-dimethylamino-phenylamino)-6,7,8-trimethoxy-quinoline-3-carbonitrile as a solid, mp 142-144° C.; mass spectrum (EI, m/e): M 378.1685.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06384051B1 |
| Source dataset | uspto-grants-2002_05 |
| ORD ID | ord-5f5a7f83f410419ebc142affdc81e616 |
| Source note | uspto-grants-2002_05 |