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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfamic AcidHCID 5987—
ReactantMethyl acetoacetateHCID 7757—
Reactant2-Amino-5-nitrobenzophenoneHCID 15681—
SolventEthyl AcetateHCID 8857—
ProductMethyl 2-methyl-6-nitro-4-phenylquinoline-3-carboxylateHCID 2660901780%

Reaction Conditions

Temperature120 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023848B2
Source datasetuspto-grants-2015_05
ORD IDord-2057103ac4fa44a582aa7092f6b7487c
Source noteuspto-grants-2015_05