HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029225Generated: October 25, 2026
Hydrochloric Acid → Methyl 1-(4-benzamidophenylamino)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridine-8-carboxylate
https://huagongshe.com/reaction/1029225
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzamide, N-(4-aminophenyl)- | HCID 87196 | — |
| Reactant | Methyl 1-chloro-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridine-8-carboxylate | HCID 58168369 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Methyl 1-(4-benzamidophenylamino)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridine-8-carboxylate | HCID 44205292 | 96% |
Reaction Steps
266 (250 mg, 0.77 mol), N-(4-aminophenyl)benzamide (179 mg, 0.85 mmol), and HCl (19 μm, 0.77 mmol, 4.0 M in dioxane) were suspended in NMP (5 mL) and stirred for 30 h at 115° C. The reaction mixture was diluted with H2O. The resulting precipitate was filtered, washed with H2O and MeOH, and dried under vacuum to provide 267 (341 mg, 96% yield) as a white solid. LC-MS (M+H=465, obsd.=465).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08735584B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-00a38f894260489c8c0ddaaace553e8a |
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| Source note | uspto-grants-2014_05 |
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