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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513920Generated: November 2, 2026

1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → HCID 135819170, compound

https://huagongshe.com/reaction/513920

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 24670—
ReactantDiethyl 2-(((3-methoxyphenyl)amino)methylene)malonateHCID 3904966—
ReactantHCID 178469633HCID 178469633—
ProductHCID 135819170HCID 13581917090%

Reaction Steps

Ethyl 4-hydroxy-7-methoxyquinoline-3-carboxylate. To a solution of boiling Dowtherm™ (100 mL) was added diethyl 2-(((3-methoxyphenyl)amino)methylene)malonate (20.0 g, 68.3 mmol). After 15 minutes the reaction was cooled to ambient temperature and poured into hexanes (500 mL). The precipitate was collected by filtration and dried under high vacuum to yield the title compound as a brown solid (15.2 g, 90%). 1H NMR (400 MHz, DMSO-d6) δ 12.09 (d, J=5.9 Hz, 1H), 8.47 (d, J=6.7 Hz, 1H), 8.03 (d, J=9.4 Hz, 1H), 7.04-6.97 (m, 2H), 4.18 (q, J=7.0 Hz, 2H), 3.85 (s, 3H), 1.25 (t, J=7.2 Hz, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102674B2
Source datasetuspto-grants-2015_08
ORD IDord-51b133a2efc44f4786111bb8c0365f54
Source noteuspto-grants-2015_08