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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383988Generated: October 27, 2026

Acetamidine monohydrochloride → 6-(4-Methoxydibenzo[b,d]furan-1-yl)-2-methyl-4-oxo-3,4,5,6,7,8-hexahydroquinazoline-6-carbonitrile

https://huagongshe.com/reaction/2383988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetamidine monohydrochlorideHCID 67170—
ReactantSodium MethoxideHCID 10942334—
Reactant5-Cyano-5-(4-methoxy-dibenzofuran-1-yl)-2-oxo-cyclohexane carboxylic acid methyl esterHCID 24755595—
SolventMethanolHCID 887—
Product6-(4-Methoxydibenzo[b,d]furan-1-yl)-2-methyl-4-oxo-3,4,5,6,7,8-hexahydroquinazoline-6-carbonitrileHCID 135620491—

Reaction Conditions

Temperature65 °C

Reaction Steps

To a mixture of the compound obtained in example 1 (200 mg, 0.53 mol), acetamidine HCl (124.5 mg, 1.32 mmol) and sodium methoxide (98.3 mg, 1.85 mmol) in 7 ml of methanol was stirred at 60-70° C. for 18 hrs under nitrogen atmosphere. Once the reaction is complete, the reaction mass was evaporated under vacuum and the residue was diluted with ethyl acetate and water. The organic layer was washed with water followed by brine, dried over sodium sulfate and concentrated under vacuum. The crude product was purified by column chromatography to get 200 mg (40% yields) of the solid product. MP-more than 300° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263648B2
Source datasetuspto-grants-2012_09
ORD IDord-f207b6cf48e449ce8d09a58a8266a6cc
Source noteuspto-grants-2012_09