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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1593769Generated: October 30, 2026

Ethyl orthoformate → 3-bromo-4-ethoxyanilino-N-(2,4-dichloro-5-methoxyphenyl)-2-cyano-2-propenamide

https://huagongshe.com/reaction/1593769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl orthoformateHCID 31214—
Reactant3-Bromo-4-ethoxyanilineHCID 15270885—
Reactant2-cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamideHCID 16099178—
SolventIsopropanolHCID 3776—
Product3-bromo-4-ethoxyanilino-N-(2,4-dichloro-5-methoxyphenyl)-2-cyano-2-propenamideHCID 6931546550.7%

Reaction Steps

To a suspension of 2-cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide (715 mg, 2.74 mmol) in 50 mL of iso-propanol was added 3-bromo-4-ethoxyaniline (586 mg, 2.71 mmol). This mixture was heated to reflux and triethylorthoformate (2.7 mL, 16.2 mmol) was added dropwise. The reaction mixture was heated at reflux overnight. The mixture was filtered while still warm and the collected white solid was washed with iso-propanol to give 666 mg of 3-bromo-4-ethoxyanilino-N-(2,4-dichloro-5-methoxyphenyl)-2-cyano-2-propenamide, mp >250° C.; MS (ES) m/z 482.0, 484.0, 486.0 (M−H)−

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07297795B2
Source datasetuspto-grants-2007_11
ORD IDord-13a1067fdff5474ea57eaeb339e3a077
Source noteuspto-grants-2007_11