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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfamic AcidHCID 5987—
ReactantTert-butyl acetoacetateHCID 15538—
Reactant2-Amino-5-nitrobenzophenoneHCID 15681—
SolventEthyl AcetateHCID 8857—
ProductEthyl 2-methyl-6-nitro-4-phenylquinoline-3-carboxylateHCID 96646076.1%

Reaction Conditions

Temperature120 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023848B2
Source datasetuspto-grants-2015_05
ORD IDord-bd79e290ebad483eb0855b9cddf8f4f3
Source noteuspto-grants-2015_05