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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383985Generated: November 1, 2026

Guanidinoacetic Acid → {[6-Cyano-6-(4-methoxydibenzo[b,d]furan-1-yl)-5,6,7,8-tetrahydroquinazolin-2-yl]amino}acetic acid

https://huagongshe.com/reaction/2383985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGuanidinoacetic AcidHCID 763—
ReactantSodium HydroxideHCID 14798—
Reactant(3E)-3-[(Dimethylamino)methylene]-1-(4-methoxydibenzo[b,d]furan-1-yl)-4-oxocyclohexanecarbonitrileHCID 24804131—
SolventMethanolHCID 887—
Product{[6-Cyano-6-(4-methoxydibenzo[b,d]furan-1-yl)-5,6,7,8-tetrahydroquinazolin-2-yl]amino}acetic acidHCID 24804456—

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of the compound obtained in example 6 (100 mg, 0.267 mmol), guanidine acetic acid and sodium hydroxide (54 mg, 1 mol) in 10 ml of methanol was stirred at 60-70° C. for 8 hrs. Methanol was evaporated under vacuum and the reaction mass was diluted with 10 ml of water. The aqueous layer was washed with ether, acidified with 0.1 N HCl to pH 2 and extracted with ethyl acetate. The organic layer was washed with water followed by brine, and concentrated under vacuum. The crude product was crystallized form hexane to give 60 mg (52.45% yields) of a yellow colored solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263648B2
Source datasetuspto-grants-2012_09
ORD IDord-8e19d433f362462281b2bdac4d7c2524
Source noteuspto-grants-2012_09