HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → N-(7-Phenoxy-1,8-naphthyridin-2-yl)-3-dimethylaminobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 3-(Dimethylamino)benzoic acid | HCID 66837 | — |
| Reactant | 2-Amino-7-phenoxy-1,8-naphthyridine | HCID 13787373 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(7-Phenoxy-1,8-naphthyridin-2-yl)-3-dimethylaminobenzamide | HCID 20217547 | 83.3% |
Reaction Conditions
| Temperature | 4 °C |
|---|
Reaction Steps
The procedure is similar to that described in Example 1, but starting with 3-dimethylaminobenzoic acid (23.1 g), N,N'-carbonyldiimidazole (22.7 g) and 2-amino-7-phenoxy-1,8-naphthyridine (23.7 g). The product produced by precipitation in water (44 g; m.p. approximately 90° C.) is dissolved in boiling acetonitrile (1000 cc). After 3 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with acetonitrile (3×50 cc) and dried at 40° C. under reduced pressure (0.067 kPa). N-(7-Phenoxy-1,8-naphthyridin-2-yl)-3-dimethylaminobenzamide (32 g) is produced (m.p. 120° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04642308 |
| Source dataset | uspto-grants-1987_02 |
| ORD ID | ord-10fe8bff54bd4a9784448665a62cc5e4 |
| Source note | uspto-grants-1987_02 |