HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 11792960, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dansyl chloride | HCID 11801 | — |
| Reactant | 5-Amino-2-chloropyridine | HCID 79305 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11792960 | HCID 11792960 | 42.7% |
Reaction Steps
A solution of 5-dimethylamino-1-naphthalenesulphonyl chloride (1.35 g), 5-amino-2-chloropyridine (0.64 g), pyridine (0.4 g) and 4-dimethylaminopyridine (0.02 g) in dichloromethane (20 ml) was allowed to stand for three days. The solution was divided into two equal portions and each portion was applied to a separate silica gel Mega Bond Elut column. The columns were eluted with dichloromethane and the product-containing fractions were concentrated by evaporation. The residue was triturated with ether to give 5-(dimethylamino)-N-(2-chloro-5-pyridyl)-1-naphthalenesulphonamide (0.77 g); m.p. 145-146° C.; mass spectrum (+ve FAB, methanol/NBA): 362(M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06083951 |
| Source dataset | uspto-grants-2000_07 |
| ORD ID | ord-25a6cb6fd773478a9ef6f66104d11ee0 |
| Source note | uspto-grants-2000_07 |