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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732948Generated: October 30, 2026

Acrylonitrile → HCID 57839027, compound

https://huagongshe.com/reaction/732948

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcrylonitrileHCID 7855—
ReactantSodium MethoxideHCID 10942334—
Reactant3,5-Dimethoxy-benzamidine HClHCID 12301243—
Reactant2-(2,4-Dichlorobenzoyl)-3-(dimethylamino)prop-2-enenitrileHCID 53395393—
SolventMethanolHCID 887—
ProductHCID 57839027HCID 5783902738.4%

Reaction Steps

To a stirred solution of Step 2 acrylonitrile (1.5 g, 5.6 mmol) and 3,5-dimethoxybenzamidine hydrochloride (1.2 g, 5.6 mmol) in MeOH (30 mL) was added NaOMe (25% in MeOH, 2.56 mL, 11.2 mmol). The reaction was heated to reflux for 5 hr. Additional NaOMe (25% in MeOH, 2.56 mL, 11.2 mmol) was added and was kept for 16 hr. The reaction was cooled to ambient temperature and quenched by addition of H2O (50 mL). The reaction was filtered and the solid was washed with MeOH (40 mL) to give 4-(2,4-dichlorophenyl)-2-(3,5-dimethoxyphenyl)pyrimidine-5-carbonitrile (960 mg, 38.4%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589088B2
Source datasetuspto-grants-2009_09
ORD IDord-f10b3ffa47a0438db377645a30483120
Source noteuspto-grants-2009_09