HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → N-(7-Phenoxy-1,8-naphthyridin-2-yl)-3-thiophenecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Thiophene-3-carboxylic acid | HCID 6918 | — |
| Reactant | 2-Amino-7-phenoxy-1,8-naphthyridine | HCID 13787373 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(7-Phenoxy-1,8-naphthyridin-2-yl)-3-thiophenecarboxamide | HCID 20217552 | 67.5% |
Reaction Conditions
| Temperature | 4 °C |
|---|
Reaction Steps
The procedure is similar to that described in Example 1, but starting with 3-thiophenecarboxylic acid (5 g), N,N'-carbonyldiimidazole (6.3 g) and 2-amino-7-phenoxy-1,8-naphthyridine (8.3 g). The product produced by precipitation in water (11.6 g; m.p. 110° C.) is dissolved in boiling acetonitrile (50 cc). After 2 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with diisopropyl ether (3×10 cc) and dried at 35° C. under reduced pressure (0.067 kPa). N-(7-Phenoxy-1,8-naphthyridin-2-yl)-3-thiophenecarboxamide (8.2 g) is produced, m.p. 95° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04642308 |
| Source dataset | uspto-grants-1987_02 |
| ORD ID | ord-9a20e9badb704887b311b009ef850f10 |
| Source note | uspto-grants-1987_02 |