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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2415484Generated: October 29, 2026

(Z)-3-(4-bromo-3-methoxy-phenylamino)-but-2-enoic acid ethyl ester → HCID 178486798, compound

https://huagongshe.com/reaction/2415484

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Z)-3-(4-bromo-3-methoxy-phenylamino)-but-2-enoic acid ethyl esterHCID 69287166—
Solvent1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 24670—
ProductHCID 178486798HCID 17848679884%

Reaction Conditions

Temperature220 °C

Reaction Steps

A suspension of 6.6 g (21 mmol) of (Z)-3-(4-bromo-3-methoxy-phenylamino)-but-2-enoic acid ethyl ester in 40 ml of Dowtherm A were heated under stirring at 220° C. for 7.5 h after which time TLC analysis indicated completion of the reaction. The mixture was cooled to RT under stirring and the solvent was decanted off. The remaining solid residue was triturated with hexane, filtered off by suction and dried in a high vacuum to give 4.7 g (84%) of the 6-bromo-7-methoxy-2-methyl-quinolin-4-ol as a dark brown solid. EI mass spectrum, m/e: 269 (M calculated for C11H10BrNO2: 269).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06818767B2
Source datasetuspto-grants-2004_11
ORD IDord-bc4dceb9038a459384318ab60c49cefd
Source noteuspto-grants-2004_11