HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570385Generated: October 25, 2026
Sulfamic Acid → Ethyl 2-methyl-6-nitro-4-phenylquinoline-3-carboxylate
https://huagongshe.com/reaction/570385
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfamic Acid | HCID 5987 | — |
| Reactant | Tert-butyl acetoacetate | HCID 15538 | — |
| Reactant | 2-Amino-5-nitrobenzophenone | HCID 15681 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 2-methyl-6-nitro-4-phenylquinoline-3-carboxylate | HCID 966460 | 76.1% |
Reaction Steps
A mixture of 2-amino-5-nitrobenzophenone (1 g, 4.1 mmol), H2NSO3H (40 mg) and tert-butyl acetoacetate (1.3 ml, 10.3 mmol) was stirred for 12 h at 120° C. under N2. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was dried (MgSO4) and concentrated in vacuo to give a solid, which was recrystallised from EtOH to give a pale orange solid (1.05 g, 76%). 1H NMR (300 MHz, CDCl3) δ 8.41-8.5(m, 2H, 8.15 (d, J=9 Hz, 1H), 7.52-7.55(m, 3H), 7.3-7.4 (m, 2H), 2.82(s, 3H), 1.24(s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09023848B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-bd79e290ebad483eb0855b9cddf8f4f3 |
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| Source note | uspto-grants-2015_05 |
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