Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Propanol | HCID 1031 | — |
| Reactant | 3-Phenylprop-2-enoyl chloride | HCID 66023 | — |
| Reactant | 7-Chloro-1,8-naphthyridin-2-amine | HCID 85199 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 54021780 | HCID 54021780 | 91.8% |
Reaction Steps
Cinnamoyl chloride (7.3 g) is added to a suspension of 2-amino-7-chloro-1,8-naphthyridine (7.2 g) in pyridine (80 cc). After stirred for 2 hours at 20° C., the suspension obtained is poured into distilled water (500 cc). The suspension is filtered, washed with water (3×50 cc) and dried at 50° C. under reduced pressure (0.07 kPa). The solid obtained (10.6 g; m.p. 263° C.) is dissolved in boiling 1-propanol (1200 cc). After cooling for 4 hours at 4° C., the crystallized solid is separated by filtration, washed with 1-propanol (3×50 cc), diethyl ether (2×50 cc) and dried at 50° C. under reduced pressure (0.07 kPa). N-(7-Chloro-1,8-naphthyridin-2-yl)-3-phenylpropenamide (11.4 g), m.p. 263° C., is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04720500 |
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| Source dataset | uspto-grants-1988_01 |
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| ORD ID | ord-66745bf915864f4ab2275a0416c939b0 |
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| Source note | uspto-grants-1988_01 |
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