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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 868677Generated: October 30, 2026

Sodium Cyanide → 6-Cyano-3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-4,5-dihydro-4-methyl-5-oxo-imidazo(1,5-a)quinazoline

https://huagongshe.com/reaction/868677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
Reactant6-Bromo-3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)4,5-dihydro-4-methyl-5-oxo-imidazo(1,5-a)quinazolineHCID 14460519—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product6-Cyano-3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-4,5-dihydro-4-methyl-5-oxo-imidazo(1,5-a)quinazolineHCID 14460526—

Reaction Steps

To 140 mg 6-bromo-3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)4,5--dihydro-4-methyl-5-oxo-imidazo(1,5-a)quinazoline in 5 ml dimethyl formamide (DMF) 40 mg cuprous cyanide was added. Thereafter further 5 ml DMF was added and the resulting mixture was heated to 130°-150° C. for 60 minutes with stirring. To this mixture 110 mg sodium cyanide in 5 ml water was added and thereafter further 30 ml water. The resulting mixture was extracted with 30 ml ethyl acetate and thereafter four times with 20 ml ethyl acetate. The combined organic phase was washed with water and dried with calcium chloride. Evaporation in vacuo gave 24 mg of the title compound. M.p. 115°-125° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04780539
Source datasetuspto-grants-1988_10
ORD IDord-96925f50fd0346b297540a9ed1c16740
Source noteuspto-grants-1988_10