HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570381Generated: October 26, 2026
Sulfamic Acid → Methyl 2-methyl-6-nitro-4-phenylquinoline-3-carboxylate
https://huagongshe.com/reaction/570381
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfamic Acid | HCID 5987 | — |
| Reactant | Methyl acetoacetate | HCID 7757 | — |
| Reactant | 2-Amino-5-nitrobenzophenone | HCID 15681 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 2-methyl-6-nitro-4-phenylquinoline-3-carboxylate | HCID 26609017 | 80% |
Reaction Steps
A mixture of 2-amino-5-nitrobenzophenone (1 g, 4.1 mmol), H2NSO3H (0.04 g, 041 mmol) and methyl acetoacetate (1.11 ml, 10.3 mmol) was stirred overnight at 120° C. under N2, than cooled to room temperature, diluted to 100 ml with EtOAc and washed with H2O. The organic phase was dried over anhydrous MgSO4, filtered and filtrate evaporated to dryness under reduced pressure. The residue was purified by crystallization from EtOH to give pure product as a creamy solid (1.05 g, 80%). 1H NMR (300 MHz, CDCl3) δ 8.52 (d, J=2.5 Hz, 1H), 8.48 (dd, J=2.5, 9.2 Hz, 1H), 7.53(m, 3H), 7.34(m, 2H), 3.59(s, 3H), 2.8(s, 3H).
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-2057103ac4fa44a582aa7092f6b7487c |
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| Source note | uspto-grants-2015_05 |
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