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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2045696Generated: October 30, 2026

Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → Ethyl 3-[(4-bromo-3-methoxyphenyl)amino]-3-phenylacrylate

https://huagongshe.com/reaction/2045696

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant4-Bromo-3-methoxyanilineHCID 7018254—
ReactantEthyl 3-(methylamino)-3-phenylacrylateHCID 58005139—
SolventDichloromethaneHCID 6344—
ProductEthyl 3-[(4-bromo-3-methoxyphenyl)amino]-3-phenylacrylateHCID 5800516894%

Reaction Steps

PPTS (38.3 g, 152 mmol) was added to a solution of the product from Step 1 (31.3 g, 152 mmol) and 4-bromo-3-methoxyaniline (28 g, 139 mmol) in DCM (700 mL). The mixture was heated to reflux and stirred for 20 h. The mixture was cooled, and the solids were removed by filtration and washed with DCM. The filtrate was concentrated and purified on silica gel (gradient elution 10% to 50% DCM in hexanes) to give the title compound (49 g, 94% yield). LRMS (M+H)+ Calcd.: 376.0; found 376.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08591878B2
Source datasetuspto-grants-2013_11
ORD IDord-119390963e3a4e00bf6763ce47cc9b00
Source noteuspto-grants-2013_11