Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | 4-Methoxybenzoic Acid | HCID 7478 | — |
| Reactant | 7-(Methylthio)-1,8-naphthyridin-2-amine | HCID 22163843 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 20217522 | HCID 20217522 | 83.3% |
Reaction Steps
The procedure is similar to that described in Example 1, but starting with 4-methoxybenzoic acid (11.8 g), N,N'-carbonyldiimidazole (12.6 g) and 2-amino-7-methylthio-1,8-naphthyridine (9.6 g). The product produced by precipitation in water (15.8 g; m.p. 100° C.) is dissolved in boiling 2-propanol (180 cc). After 1 hour's cooling at 4° C., the crystallised solid is separated by filtration, washed with 2-propanol (10 cc) and then isopropyl ether (2×10 cc), and dried at 40° C. under reduced pressure (0.067 kPa . N-(7-methylthio-1,8-naphthyridin-2-yl)-4-methoxybenzamide (13.6 g) is produced, m.p. 130° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04642308 |
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| Source dataset | uspto-grants-1987_02 |
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| ORD ID | ord-057b44892c624169ab0f0f40579a6145 |
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| Source note | uspto-grants-1987_02 |
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