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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748370Generated: October 30, 2026

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

https://huagongshe.com/reaction/1748370

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 numberUS09150572B2
Source datasetuspto-grants-2015_10
ORD IDord-459b2d28601b455a9965065114d42db6
Source noteuspto-grants-2015_10